Vacation rentals in Bradenton Beach, FL with a pool

Explore 675 vacation rentals, homes, and villas with pools in Bradenton Beach, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $48 per night and homes offering up to 15 bedrooms and 17 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

675 Homes with Pools in Bradenton Beach

Family Tides – AMI Two-Unit Retreat w/ Pool, Rooftop Deck & Gulf/Bay Views

Bradenton Beach, FL, US
6 Bedrooms 16 Guests
Aug 23 - 26
$612 night

Welcome to Family Tides! On Anna Maria Island (Bradenton Beach, FL) Managed by Once Upon A Beach Vacation Rentals Where gathering comes naturally and every generation finds its place in the sun. Just steps from the Gulf of Mexico in Bradenton Beach, this dual-home property offers space to spread out, come together, and share the kind of moments that become family legend — poolside laughter, sunset toasts on the rooftop, late-night stories told under the stars. Perfect for: multi-family vacations, reunions with friends, or groups seeking connection with comfort and care. Highlights - Two complete homes stacked as one property — ideal for large groups or families traveling together - Private heated pool with outdoor bars, TVs, and lounge areas - Expansive rooftop deck with 360° views of the Gulf and Bay - Each unit features its own kitchen, living area, and laundry - Short walk to the beach, Bridge Street shops, and island trolley stop - Driveway parking for 4 vehicles Interior Spaces Designed for both togetherness and privacy, Family Tides features two elevated units — each bright, spacious, and beautifully appointed. Each home includes - King Master Suite: Private balcony, Smart TV, closet, and en-suite bath with walk-in shower. - Queen Bedroom: Soft bedding, Smart TV, and ample storage for comfort and ease. - Twin Bedroom: Two twin beds with Smart TV (convertible to a king upon request), clothing storage. - Hall Bath: Double vanity for shared use, shower/tub combo. - Open Living Area: Light-filled kitchen, dining, and living space with Smart TV and sleeper sofa. - Laundry Room: Washer and dryer in each unit for your convenience. The decor balances coastal ease with modern function — clean lines, soft neutrals, and natural light that welcomes you home from every beach day. Kitchen & Dining Both homes feature fully equipped kitchens ready for anything from a quick breakfast to a family feast. - Stainless-steel appliances (stove, oven, dishwasher, microwave, refrigerator with water & ice) - 12-cup coffee maker, blender, toaster, and kitchenware - Island in each unit (seating 4) for casual meals plus indoor dining tables (also seating 4 a piece) - Gas grill and outdoor dining & bars for poolside meals Food becomes part of the experience here — shared recipes, shared stories, and shared laughter that lasts long after the trip ends. Layout Overview Two full three-bedroom homes (one stacked above the other) - Total of 6 bedrooms + 2 sleeper sofas - 4 full baths, 2 of which ensuite primary suites - Open concept living and kitchen areas in each unit - Laundry in both homes - Shared pool and rooftop deck for everyone to enjoy Together they accommodate up to 16 guests, making it easy for families to vacation side by side while still having room to breathe. Outdoor Living Step outside to your own private backyard retreat. - Heated pool (approx. 26’ x 10’) - Dual outdoor bars with TVs and refrigerators - Gas grill and al fresco dining areas - Sun loungers and comfortable seating - Outdoor shower for easy rinsing after the beach Up top, the rooftop deck offers a breathtaking 360-degree panorama of sky and sea — Gulf to the west, Bay to the east. It’s the place for coffee at sunrise, cocktails at sunset, and stargazing long into the night. Additional Amenities - Central A/C & heat - Cable TV & Wi-Fi - Linens and towels provided - Hair dryers, irons & ironing boards - Washer & dryer in each unit - Beach gear credit through VayKLife Gear for chairs, umbrellas, bikes, and more (delivered before arrival) Your stay is supported by Once Upon A Beach’s local team — ready to assist and ensure your experience is as seamless as the tides. Parking - Driveway & carport space for 4 vehicles - No additional designated or overnight parking available Family Tides was built for connection — for family reunions around the table, kids splashing in the pool, and friends sharing sunset moments from the rooftop deck. Here, the story is about togetherness and it starts the moment you arrive. Write Your Vacation Story. Policies Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. NO SMOKING. NO PETS. Booking & Fee Policy Include all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets. Optional Services (subject to approval) Early check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking. Reservations & Guest Requirements Most stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed. Quiet Hours 10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted. Cleaning & Linens Home is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite. Golf Cart Rentals Explore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests. Pool Pool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Guests may not adjust equipment; violations may result in fines or damages. Property Security Exterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas. Payments & Cancellation Policy Policies updated October 6, 2025 — see full Terms & Conditions for details. Payment Schedule Deposit - Reservations up to 20 days: 50% of total amount due at time of booking. Remaining Balance - Reservations up to 20 days: Remaining 50% due 30 days prior to check-in. Cancellation Policy For Reservations of 20 Days or Less - More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee. - 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee. - Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee. - Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made. Travel Insurance CSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes. Additional Terms No refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted. City of Bradenton Beach Vacation Rental License: TPL21-000128 & TPL21-000140 Max Occupancy: 16 Guests | Max Vehicles: 4 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Aqua Paradise

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Aug 23 - 25
$598 night

Aqua Paradise by AMI Locals TPL21-000085, DWE5105473 Welcome to Aqua Paradise, a stunning seven bedroom, six full bath, and two half bath luxury retreat just a two-minute walk to Bradenton Beach. Perfectly designed for large groups and multi-family getaways, this home features a rooftop terrace with panoramic Gulf and Bay views, a private heated pool and spa, and endless entertainment amenities including a putting green and ping pong table. With the Gulf and Bradenton Bay right outside your door, Aqua Paradise offers the ultimate Anna Maria Island lifestyle. Highlights • 7 Bedrooms / 6 Full Bathrooms / 2 Half Bathrooms • 6 King beds, 1 Twin-over-Twin Bunk Bed, 1 Queen Sleeper Sofa • 2-Minute Walk to Gulf Beach Access • Rooftop deck with panoramic Gulf and Bay views • Private heated pool and spa • Putting green and ping pong table • Outdoor dining and lounge areas • 4 private balconies with seating • Washer and dryer • Steps from Anna Maria Island trolley stop Your group will love the private backyard oasis, designed for entertaining and unwinding. Enjoy the heated pool and spa, grill fresh meals, or dine under the stars. The outdoor shower, ping pong table, and custom putting green add extra fun for guests of all ages. And don’t forget the rooftop deck, where you can see unforgettable sunrises over the Bay and sunsets over the Gulf. Step into the main level of Aqua Paradise and discover a bright and airy living space, complete with coastal-chic furnishings, a spacious seating area with TV, and stylish dining setup. The kitchen is fully stocked with upscale appliances, an oversized kitchen island with breakfast bar, and all the cookware and dishware essentials you need for memorable meals at home. Two convenient half bathrooms are located on the main level, and a laundry room provides added convenience for longer stays. Upstairs, you’ll find seven beautifully designed bedrooms spread across two levels, each with luxurious linens, private balconies, and ensuite bathrooms. The primary suite is an escape with rooftop deck access, a spacious ensuite bathroom, and striking custom tile work. Whether you’re traveling with extended family or a large group of friends, everyone will find a serene and stylish space to retreat after a fun day in the sun. Room Details -Primary Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Second Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Third Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with shower/tub combo -Fourth Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Fifth Bedroom (2nd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Sixth Bedroom (2nd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Seventh Bedroom (3rd Floor): Twin-over-Twin Bunk Bed -Living Room: Queen Sleeper Sofa This home includes Wi-Fi, washer and dryer, an outdoor shower, and four private balconies with seating. Parking is available, and guests can easily access shops, restaurants, and island attractions via the Anna Maria Island trolley. With its unbeatable location, rooftop deck, and luxury amenities, Aqua Paradise is ideal for large families and groups. Whether you’re swimming in the pool, watching Gulf sunsets, or enjoying nearby dining and entertainment, this home ensures an unforgettable Bradenton Beach vacation. Book your stay at Aqua Paradise today and make lifelong memories in one of Anna Maria Island’s most spectacular rentals! - 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property has an active Ring doorbell at the entrance. This home is not pet friendly. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

The Sea Zoo

Bradenton Beach, FL, US
3 Bedrooms 8 Guests
Aug 21 - 23
$484 night

The Sea Zoo by Anna Maria Island Accommodations TPL23-000123, DWE5105083 Welcome to The Sea Zoo, your ideal bayfront escape on Anna Maria Island! This beautifully designed three-bedroom, three and a half bath home offers a perfect mix of relaxation and family fun, just steps from Bridge Street’s charming shops and waterfront dining. The Gulf beach is within a short walk, allowing you to spend sun filled days lounging on pristine white sands, fishing from the private dock, or exploring the scenic waterway just across the street. Experience a family friendly getaway packed with outdoor activities, water adventures, and luxury comfort in a prime Bradenton Beach location. Highlights • 2-minute walk to Cortez Beach  • Private dock • 3 Bedroom / 3.5 Bath • 2 kings, 2 twins, 1 twin bed with trundle • Private pool and in-ground spa • Tiki Bar and BBQ grill • Basketball game and Connect 4 • Ping pong • 2-minute walk to restaurants and shops • 3 Parking spaces Step into your backyard oasis with a private, heated saltwater pool, a bubbling in ground spa, and a lush backyard perfect for outdoor fun. The outdoor Tiki Bar is perfect for serving up drinks while the group chef prepares meals on the BBQ grill. Challenge the family to a game of basketball, ping pong, or giant Connect 4, or simply unwind in your outdoor lounge surrounded by scenic tropical views. Cross the street to the private dock where you can cast a line or set out for a boating adventure! Inside, the home boasts a bright, inviting living space with panoramic water views. The modern kitchen features stainless steel appliances, ample counters, and a breakfast bar. Gather at the formal dining table for eight or relax on the plush sectional with a large TV after a day exploring Anna Maria Island’s beaches or watersports. Large windows and sliding doors open to the backyard and water vistas, blending indoor comfort with outdoor scenery. The primary suite provides a true water-view retreat with a king bed, private balcony, and ensuite bathroom with a walk-in shower and soaking tub. The second bedroom offers a king bed and ensuite with walk-in shower, while the third bedroom offers two twin beds and an ensuite bathroom with a shower/tub combo. The main landing provides a twin bed with a trundle, perfect for kids or additional guests. The hall half bathroom ensures comfort for all. Room Details • Primary Bedroom (3rd floor): King bed, ensuite with walk-in shower and soaking tub  • Second Bedroom (2nd floor): King bed, ensuite with shower/tub combo • Third Bedroom (2nd floor): Two twin beds, ensuite with walk-in shower • Bonus (3rd floor): Twin bed with trundle Take a short stroll to the Gulf, explore Anna Maria Island’s shops and waterfront restaurants, or hop on the free island trolley to explore the island’s scenic seven miles. Every day in this tropical paradise is filled with fun, relaxation, and memorable water adventures. Book The Sea Zoo today and enjoy an unforgettable island escape with water views, outdoor amenities, and luxury living. Whether lounging by the pool, exploring local hotspots, or relaxing on the water’s edge, this home offers everything you need for a memorable Florida Coast vacation. Reserve your stay now and start creating lifelong memories in paradise! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. There are no pets allowed in this home. These premises are monitored by video surveillance in the exterior public approach areas. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Florida Fling

Bradenton Beach, FL, US
7 Bedrooms 14 Guests
Aug 22 - 25
$981 night

Florida Fling by AMI Locals DWE5105449 Welcome to Florida Fling by AMI Locals, a breathtaking seven bedroom, seven and a half bath luxury home just a 1-minute walk to the pristine beaches of Anna Maria Island. Newly built and elegantly designed, this stunning retreat features a resort-style pool with in-ground spa, a rooftop deck with Gulf views, and elegant indoor and outdoor living spaces perfect for entertaining. Whether you’re traveling with family or friends, Florida Fling provides the ultimate combination of comfort, sophistication, and island adventure. Highlights • 1-minute walk to the beach • 7 bedrooms / 7.5 bathrooms • 6 Kings / 1 Queen-over-Queen loft bed • Private pool with in-ground spa • Rooftop deck with panoramic island views • Outdoor covered patio with BBQ grill and seating • Washer and dryer • 4 parking spaces Soak up the sunshine at your private backyard retreat, featuring a heated pool, in-ground spa, and covered patio with a BBQ grill for relaxed island dining. Enjoy a casual lunch poolside or climb the stairs to the rooftop deck, where panoramic Gulf and Bay views create the perfect backdrop for evening cocktails and breathtaking sunsets. Every detail of this home has been thoughtfully designed to enhance your stay; from its resort-style layout to its modern finishes and coastal ambiance. Step inside to a spacious open concept living area adorned with contemporary furnishings and abundant natural light. The great room features plush sofas, accent chairs, and a large TV for family movie nights. The gourmet kitchen is a showstopper, equipped with stainless steel appliances, custom cabinetry, a large island with barstool seating, and all the cookware and essentials needed for easy entertaining. Enjoy meals at the elegant dining table for eight or take your coffee out to the balcony overlooking the tropical pool. Each of the seven bedrooms at Florida Fling is designed to provide a serene and stylish retreat. The primary suite features calming decor, a king bed, and a spa-style ensuite bathroom with dual vanities, a walk-in shower, and a standalone tub. The five king guest rooms each include private ensuite bathrooms with either a walk-in shower or shower/tub combo. The seventh bedroom, designed especially for younger guests, features a Queen-over-Queen loft bed with its own ensuite bathroom. All bedrooms are furnished with plush bedding, TVs, and coastal decor for a restful night’s sleep. Room Details • Primary Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower and standalone tub • Second Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower • Third Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower • Fourth Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower • Fifth Bedroom (3rd Floor): King bed, ensuite bathroom with shower/tub combo • Sixth Bedroom (3rd Floor): King bed, ensuite bathroom • Seventh Bedroom (3rd Floor): Queen-over-Queen loft bed, ensuite bathroom with walk-in shower Located in the heart of Bradenton Beach, Florida Fling puts you within easy reach of the best of Anna Maria Island. Walk just minutes to the beach, hop on the island trolley, or rent a golf cart to explore local favorites like Bridge Street, Coquina Beach, and the island’s boutique shops and restaurants. The home includes Wi-Fi, a washer and dryer, and parking for up to four vehicles. Florida Fling by AMI Locals offers an exceptional Anna Maria Island vacation experience. Perfect for gathering with family or celebrating special occasions, this home blends upscale comfort with the laid-back beauty of the Gulf Coast. Book your stay today and experience Florida Fling, where modern luxury meets beachside bliss! - 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. No pets are allowed in this home. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Seaside Manor

Bradenton Beach, FL, US
3 Bedrooms 7 Guests
Aug 27 - 29
$307 night

Seaside Manor by Anna Maria Island Accommodations TPL21-000096, DWE5105083 Welcome to Seaside Manor, a beautifully updated 3-bedroom, 2-bathroom vacation home just a two-minute walk from the sugar-white sands of Bradenton Beach. With a private pool and spa, multiple living spaces, and a location steps from the free island trolley, this home is the perfect spot for families and friends looking for a relaxed Anna Maria Island escape. Highlights -2-minute walk to Bradenton Beach -3 Bedrooms / 2 Bathrooms -2 Kings, 1 Twin with Trundle, 1 Twin Daybed -Private pool with spa -Outdoor shower -Poolside dining area -Two living rooms with plenty of seating -Walk to shared dock Washer and dryer -2 parking spaces The backyard is your private paradise, swim in the sparkling pool, lounge on the sun shelf, or soak your worries away in the spa. The covered patio offers conversation seating, Adirondack chairs, and a dining table, perfect for poolside meals. Rinse off in the outdoor shower after the beach, then stroll to the nearby shared dock for peaceful sunrise views or head to the Gulf shore for breathtaking sunsets. Inside, you’ll find two spacious living rooms designed for relaxation. Both feature cozy seating, TVs, and plenty of room to gather for games or movie nights. The updated kitchen is equipped with stainless steel appliances, granite countertops, and a cooktop island with counter seating, while the dining room is ideal for enjoying meals together. An additional table in the living area provides extra space for board games or casual snacks. Each bedroom is thoughtfully designed with crisp linens and TVs for evening entertainment. The primary suite includes a king bed, TV, and ensuite bathroom with a walk-in shower. The second bedroom also features a king bed and TV, while the third bedroom has a twin bed with trundle. A twin daybed in the living area provides additional accommodations. Room Details -Primary Bedroom: King bed, TV, ensuite bathroom with walk-in shower -Second Bedroom: King bed and TV -Third Bedroom: Twin with trundle and TV -Living Area: Twin daybed Seaside Manor is located just three houses from a trolley stop, making it easy to explore the island without driving. Guests can quickly reach boutique shops on Pine Avenue, dine at waterfront restaurants, or join a dolphin and manatee tour. A washer and dryer are included for your convenience during extended stays. With its unbeatable location, private pool and spa, and spacious design for family and group getaways, Seaside Manor is your ideal Bradenton Beach retreat. Book your stay today and make lasting memories on beautiful Anna Maria Island! - There are no pets allowed in this home. *Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bay Dreaming

Bradenton Beach, FL, US
6 Bedrooms 12 Guests
Aug 21 - 23
$972 night

Bay Dreaming DWE5105519 Welcome to Bay Dreaming, a brand new six-bedroom, six and a half bath luxury vacation rental in Bradenton Beach, just steps from the sugar white sands of Anna Maria Island. Completed in October 2025, this coastal boho retreat is thoughtfully designed for large families and group getaways, offering an unbeatable island location near Bridge Street, the beach, and the free Anna Maria Island trolley. With multiple private balconies, a rooftop deck, and a heated saltwater pool with an infinity edge spa, Bay Dreaming delivers a true resort style experience in the heart of Bradenton Beach. Highlights • Short walk to the beach • 6 Bedrooms / 6.5 Bathrooms • 5 King beds, 1 Twin over Twin bunk bed • Heated saltwater pool with infinity edge spa • Rooftop deck with seating and views • Outdoor TV and propane grill • Beach chairs and beach cart included • Washer and dryer • Pet friendly with host approval • Parking for up to 4 vehicles Step into your private backyard oasis featuring a heated saltwater pool with an infinity edge spa, surrounded by lounge chairs and lush tropical landscaping. An outdoor dining area for six, a propane grill, and a large outdoor TV make this space perfect for cookouts, game days, and evening swims after the beach. The rooftop deck offers elevated island views and plenty of seating, ideal for sunset cocktails or morning coffee. Multiple balconies throughout the home provide peaceful outdoor escapes on every level. The open concept main living level is bright, spacious, and thoughtfully designed for gathering. The living room features plush seating and a large TV, creating a comfortable space to relax together. The fully equipped kitchen boasts a large center island with seating for five, modern appliances, and ample counter space for group meals. Adjacent is a dining table that comfortably seats eight, making it easy to enjoy shared meals after a day on the island. The primary suite is a private retreat with a king bed, balcony access, and a spa inspired ensuite bathroom featuring a standalone soaking tub, walk-in shower, and dual vanities. Five additional bedrooms are designed for comfort and privacy. Four king bedrooms each include ensuite bathrooms with walk-in showers. The bunk room features a twin over twin bunk bed and an ensuite bathroom with a shower and tub combination, making it ideal for kids or younger guests. A convenient half bathroom is also located on the main living level. Room Details • Primary Bedroom: King bed, ensuite bathroom with soaking tub and walk-in shower • Bedroom 2: King bed, ensuite bathroom with walk-in shower • Bedroom 3: King bed, ensuite bathroom with walk-in shower • Bedroom 4: King bed, ensuite bathroom with walk-in shower • Bedroom 5: King bed, ensuite bathroom with walk-in shower • Bedroom 6: Twin over Twin bunk bed, ensuite bathroom with shower and tub combo • Half Bathroom: Main living level Additional amenities at Bay Dreaming include a wet bar with a sink and mini fridge, a full size washer and dryer for added convenience during longer stays and thoughtfully placed indoor and outdoor seating areas that allow guests to relax and spread out comfortably throughout the home. Bay Dreaming is perfectly positioned in Bradenton Beach, just a short walk to the Gulf and Bridge Street, where you will find island dining, and shopping. Hop on the free Anna Maria Island trolley or bike along the coast to explore Holmes Beach and Anna Maria City. From its brand new coastal design and private pool to its walkable beach location and spacious layout, Bay Dreaming by AMI Locals is the perfect setting for unforgettable Anna Maria Island memories. Secure your dates today and start counting down to your dream beach getaway. - This home is managed by AMI Locals, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Ocean Breeze (AMIL)

Bradenton Beach, FL, US
7 Bedrooms 15 Guests
Aug 22 - 24
$817 night

Ocean Breeze by AMI Locals TPL21-000100, DWE5105473 Experience the ultimate vacation at Ocean Breeze, a stunning seven-bedroom, seven-bath luxury home located just four houses from the sand in Bradenton Beach! This luxury beach estate features a resort-style backyard with a sparkling pool, waterslide, and spa, plus a rooftop deck with panoramic Gulf and Bay views. Enjoy outdoor game areas, a shared fishing dock at the end of 7th Street, and easy walking access to the beach, Bridge Street shops, dining, and the free island trolley stop, all perfect for relaxing, celebrating, and creating lifelong memories! Highlights • 4 houses / 2 minutes to Bradenton Beach  • 7 Bedroom / 7 Bath • 5 Kings, 2 twin beds, 1 twin/twin bunk • Pool with waterslide, spa, and swim-up bar  • Rooftop deck • Shared fishing dock • Outdoor living area with a BBQ, fireplace, and TV • Ping pong and pool table • Close to shops, waterfront restaurants, and the historic Bridge Street district  • Space for 4 vehicles Relax on your backyard paradise with a private pool, waterslide, and hot tub. The outdoor patio, equipped with a BBQ, fireplace, outdoor TV, and ample seating, is perfect for barbecues, sunset cocktails, or family fun. Take advantage of the outdoor game area with ping pong and pool tables or fish at the community fishing dock at the end of 7th street and explore the waterway or enjoy sunsets over Tampa Bay. The nearby beach, shops, and restaurants offer endless entertainment options for all ages. Inside, beautiful coastal decor, vibrant accents, and an open-concept layout set the stage for relaxation and fun. The fully equipped kitchen features stainless steel appliances, dishware, and utensils, perfect for gourmet island meals. Gather in the elegant dining area or relax in the living room, where plush sofas, a large TV, and a cozy ambiance invite you to unwind after a day in the sun. Large sliding doors lead to the backyard and rooftop deck, bringing the outdoors inside and providing spectacular water views. The primary bedroom, located on the third floor, features a king-sized bed, balcony access, and an ensuite bathroom with a double vanity and shower/tub combo. The second, third, fourth, and fifth bedrooms, located on the second and third floors, are comfortably sized with private balconies, ensuite bathrooms with walk-in showers or combined shower/tub arrangements, offering a private sanctuary for rest. Two additional bedrooms for extra guests or kids include two twin beds, with an ensuite bathroom, and a bunk room with a twin over twin bunk and twin trundle. Two half baths and a laundry room provide convenience throughout the home. Room Details • Primary Bedroom (3rd floor): King bed, ensuite with double vanity and shower/tub combo • Second Bedroom (3rd floor): King bed, ensuite with walk-in shower • Third Bedroom (3rd floor): King bed, ensuite with walk-in shower • Fourth Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower  • Fifth Bedroom (2nd floor): King bed, ensuite with walk-in shower • Sixth Bedroom (3rd floor): Two Twin beds, ensuite with walk-in shower • Seventh Bedroom (3rd floor): Twin over Twin bunk bed with Twin Trundle Book Ocean Breeze today and enjoy a luxurious escape on Anna Maria Island! With stunning ocean and Bay views, outdoor entertainment, a private dock, and proximity to the beach and local attractions, this estate offers the perfect setting for a memorable family or friends’ vacation. Reserve now and start making lifelong island memories! - 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property does not allow pets of any kind. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sea Gal I Rental Home

Bradenton Beach, FL, US
7 Bedrooms 15 Guests
Aug 22 - 25
$766 night

Sea Gal by AMI Locals TPL23-000008, DWE5105473 Welcome to Sea Gal by AMI Locals, a seven bedroom, seven and a half bath luxury beach home perfectly positioned between the Gulf beaches and the Intracoastal Bay. This stunning retreat pairs modern coastal elegance with breathtaking 360° rooftop views and an unbeatable location, just a 3-minute walk to the Gulf beaches, one house from the Bay, and 9-minute walk from Bridge Street’s shopping and dining. Designed for families and large groups, Sea Gal blends resort-style amenities with the relaxed sophistication of Anna Maria Island luxury living. Highlights • 3-minute walk to the beach • 7 bedrooms / 7.5 bathrooms • 6 Kings, 1 Twin-over-Full bunk • Private pool and spa • Rooftop deck with panoramic views • Ping pong table and outdoor entertainment area • Each bedroom has an ensuite bathroom • BBQ Grill • 4 parking spaces • Washer and dryer Step outside to your private backyard oasis, where you can relax by the heated pool and spa, lounge on the sun shelf, or enjoy island cookouts at the outdoor BBQ grill with comfortable seating. The tropical patio is perfect for entertaining and soaking up the sunshine, while the ping pong table adds a touch of friendly fun. After beach days, rinse off in the outdoor shower and head up to the rooftop deck, where panoramic Gulf and Bay views create the perfect backdrop for unforgettable sunsets. Step inside to find an airy open concept living and dining area designed for connection and comfort. Floor to ceiling windows fill the space with natural light, while stylish coastal decor and plush furnishings invite you to unwind. The gourmet kitchen features high-end appliances, a large island with bar seating, and everything you need to prepare home cooked meals. Dine indoors at the elegant table or step out for alfresco meals overlooking the pool. Each of the seven bedrooms at Sea Gal is a tranquil retreat, complete with ensuite bathrooms and modern finishes. The primary suites feature king beds, dual vanities, and walk-in showers, while select rooms offer private balconies with water views. The bunk bedroom is perfect for kids and connects to a Jack-and-Jill bathroom, ensuring comfort and convenience for all guests. Room Details Main Level (2nd Floor) • Primary Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower • Second Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower • Half bathroom on this level Upper Level (3rd Floor) • Third Primary Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower • Fourth Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower • Fifth Bedroom: King bed • Sixth Bedroom: Twin-over-Full bunk, Jack-and-Jill bathroom with tub/shower combo (shared with Bedroom 5) • Seventh Bedroom: King bed, ensuite bathroom with tub/shower combo Sea Gal offers a truly enviable spot on Anna Maria Island. Take the island trolley to explore Coquina Beach, Bridge Street, and local boutiques, or rent kayaks and paddleboards nearby for water adventures. The home includes Wi-Fi, a washer and dryer, and parking for up to 4 vehicles. From its prime island location to its luxury design, rooftop deck, and pool, Sea Gal by AMI Locals delivers the ultimate Anna Maria Island vacation experience. Whether you’re here to gather with family, celebrate a special occasion, or simply soak up the Gulf sunshine, Sea Gal is the perfect place to make unforgettable memories. Book your stay today with AMI Locals and experience island living in elevated style at Sea Gal! - No Pets are allowed at this property. *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sea Forever

Bradenton Beach, FL, US
7 Bedrooms 18 Guests
Aug 24 - 27
$920 night

Sea Forever by AMI Locals TPL21-000115, DWE5105473 Welcome to Sea Forever, a stunning seven bedroom, six and a half bath luxury retreat perfectly positioned in Bradenton Beach. Just a quick two-minute stroll to the white sand, this home offers a private heated pool with spa, a rooftop deck with panoramic views, and expansive indoor and outdoor living areas. Designed with large groups in mind. Sea Forever is the ultimate Anna Maria Island vacation rental for family reunions and group getaways. Highlights -2-minute walk to Beach -7 Bedrooms / 6.5 Bathrooms -Rooftop deck with 360° Gulf and Bay views -Private heated pool with in-ground spa -Outdoor dining area and bar top -Ping pong table and BBQ grill -5 King suites, 2 bunk rooms -BBQ Grill -Outdoor Shower -Washer and dryer -4 Parking spaces Enjoy your own private outdoor paradise with a sparkling heated pool, spa, shaded lounge chairs, and dining tables for outdoor meals. Mix cocktails at the outdoor bar, grill up fresh seafood, or challenge friends and family to a ping pong match. The rooftop deck is the crown jewel, offering breathtaking sunrise and sunset views of both the Gulf and Bay, an unforgettable backdrop for your Anna Maria Island stay. Step inside to an airy, open concept living space with coastal decor, plush seating, and a large TV, perfect for gathering. The fully stocked chef’s kitchen features stainless-steel appliances, a spacious island with bar seating, and all the cookware essentials to prepare meals for a crowd. The adjacent dining area easily accommodates large groups, creating the perfect setting for family feasts or celebratory dinners. Each of the seven bedrooms is a private suite with luxury bedding, a smart TV, and an ensuite bathroom. Five bedrooms feature king beds and spa-like bathrooms with double vanities and walk-in showers. Two bunk rooms provide fun accommodations for younger guests, sharing Jack-and-Jill bathrooms with shower/tub combos. A queen sleeper sofa on the second floor adds extra flexibility for larger groups. Room Details -Primary Bedroom (2nd Floor): King bed, ensuite with double vanity and walk-in shower -Second Bedroom (2nd Floor): King bed, ensuite with double vanity and walk-in shower -Third Bedroom (3rd Floor): King bed, ensuite with double vanity and walk-in shower -Fourth Bedroom (3rd Floor): King bed, ensuite with double vanity and walk-in shower -Fifth Bedroom (3rd Floor): King bed, ensuite with double vanity and walk-in shower -Sixth Bedroom (3rd Floor): Two Full-over-Full bunk beds, Jack-and-Jill bath with shower/tub combo -Seventh Bedroom (3rd Floor): Twin-over-Twin bunk bed, Jack-and-Jill bath with shower/tub combo -Bonus (2nd Floor): Queen sleeper sofa Sea Forever includes multiple washers and dryers, Wi-Fi throughout, and plenty of parking to accommodate your group. With a location just steps from the beach and close to local dining, shopping, and the free Anna Maria Island trolley, this home makes it easy to experience everything the island has to offer. With space, style, and every amenity you could want, Sea Forever is the perfect choice for group getaways. Whether you’re swimming in the private pool, soaking up panoramic views from the rooftop deck, or walking just two minutes to the beach, this luxury retreat has it all. Book your stay today and create memories you’ll treasure forever! - There is a shared boat dock less than 200 feet away at the end of the street for easy access to your boat if you prefer to get around via water. No overnight parking of the boat is allowed at the dock. No Pets are allowed at this property. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luna Sea

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Aug 24 - 26
$613 night

Luna Sea by AMI Locals TPL24-000005, DWE5105449 Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and groups seeking the ultimate island getaway. From the sparkling saltwater pool and in ground spa to the rooftop deck with breathtaking views, Luna Sea offers the perfect blend of comfort, elegance, and fun. Highlights - 2-minute walk to Cortez beach - 7 Bedroom / 7.5 Bath - 1 California King, 5 King beds, 1 Full/ Queen bunk - Private saltwater pool and in-ground spa - Rooftop deck - Dog friendly with host approval - BBQ grill - Near free island trolley and Bridge Street dining and shopping -3 Parking space The outdoor living area is an entertainer’s dream. Cool off in the saltwater pool, soak in the spa, or lounge on the covered patio with plush seating. Fire up the BBQ grill for poolside dining or head up to the rooftop deck for sunset cocktails with panoramic island views. Inside, the open concept floor plan creates a bright and welcoming atmosphere. The living room offers ample seating and TV, perfect for gathering with friends and family. The gourmet kitchen is fully equipped with appliances, custom cabinetry, and a large island with barstool seating. A spacious dining table accommodates all guests for memorable shared meals. Each bedroom at Luna Sea has been thoughtfully designed with soothing coastal hues, plush bedding, and plenty of storage. Six bedrooms feature king beds and ensuite bathrooms with walk-in showers, while the seventh offers a fun full-over-queen bunk bed with its own ensuite and shower/tub combo. The primary suite is a true retreat with a California King bed, spa-like ensuite bathroom, walk-in shower, and standalone soaking tub. Room Details - Primary Bedroom: California King, ensuite with walk-in shower and standalone tub - Second Bedroom: King bed, ensuite with walk-in shower - Third Bedroom: King bed, ensuite with walk-in shower - Fourth Bedroom: King bed, ensuite with walk-in shower - Fifth Bedroom: King bed, ensuite with walk-in shower - Sixth Bedroom: King bed, ensuite with walk-in shower - Seventh Bedroom: Full over Queen bunk bed, ensuite with shower/tub combo Luna Sea is dog friendly with host approval before check-in. A washer and dryer are provided for your convenience, along with a half bath for guest use. From the rooftop deck to the poolside patio, every detail at Luna Sea is designed to create an unforgettable Anna Maria Island escape. Don’t wait, book your stay today and experience luxury coastal living just steps from the beach! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property has an active Ring doorbell at the main entrance. This property does not allow pets of any kind. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Casa Del Mar

Bradenton Beach, FL, US
5 Bedrooms 12 Guests
Aug 24 - 26
$674 night

Casa Del Mar by AMI Locals TPL22-000060, DWE5105473 Welcome to Casa Del Mar, a stunning three-level coastal home offering five spacious bedrooms and five bathrooms, perfect for family vacations, group getaways, or reunions by the sea. Located just a two-minute walk to Bradenton Beach, this vacation oasis boasts a private pool, hot tub, and a rooftop deck with sweeping views of the Gulf. From sunrise coffee on the balcony to sunset cocktails on the roof, this home offers the perfect setting to relax, reconnect, and soak up the best of Anna Maria Island. Highlights • 2-minute walk to Bradenton Beach • 5 Bedroom / 5 Bath and Loft • 5 King Beds, 2 Full-over-Full Bunk Beds • Rooftop deck • Private heated pool and in-ground spa • Outdoor shower • Grill area • Indoor and outdoor dining spaces • Dog friendly • Washer and dryer • 4 Parking Spaces Step outside to your private backyard oasis, where a sparkling pool and in-ground spa invites hours of relaxation. Lounge in the sun, cool off with a refreshing dip, or gather around the outdoor dining table for fresh seafood on the grill. After a beach day, rinse off in the outdoor shower, then head up to the rooftop deck to take in panoramic views of the Gulf. Whether you’re watching the sunrise with coffee or enjoying sunset cocktails, the rooftop deck will be one of your favorite places to unwind. Inside, the open concept living space features large windows and plush sectional seating perfect for movie nights or family conversations. The gourmet kitchen is fully equipped with stainless steel appliances, generous counter space, and a kitchen island ideal for snacks or morning coffee. Share meals at the indoor dining table or head outside to enjoy fresh air and tropical views from the outdoor dining area overlooking the pool. This home features five beautiful bedrooms, each with a king bed, TV, and a private ensuite bathroom. The primary suite on the third floor includes a private balcony with Gulf views and a luxurious bathroom with a double vanity and walk-in shower. The loft offers a full-over-full bunk bed, perfect for kids or additional guests. Room Details -Primary Bedroom (3rd Floor): King bed, TV, private balcony, ensuite bathroom with double vanity and walk-in shower -Second Bedroom (3rd Floor): King bed, TV, ensuite bathroom with walk-in shower -Third Bedroom (3rd Floor): King bed, TV, ensuite bathroom with walk-in shower and full-over-full bunk bed -Fourth Bedroom (2nd Floor): King bed, TV, balcony access, ensuite bathroom with walk-in shower -Fifth Bedroom (2nd Floor): King bed, TV, balcony access, ensuite bathroom with shower and tub combination -Loft: Full-over-Full bunk bed Casa Del Mar is equipped with Wi-Fi, TVs, a washer and dryer, and premium linens for a seamless vacation. The home’s dog-friendly policy (with host approval and fee) allows you to bring along your four-legged family members. With its prime location near Bradenton Beach, shops, dining, and the Anna Maria Island trolley, this home combines convenience with luxury. Book Casa Del Mar today and experience one of the finest vacation rentals on Anna Maria Island. With elegant design, unbeatable location, and everything you need for the perfect coastal escape, your dream island getaway starts here! - *Please note- Elevator is not for guest use. *Please note: 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund.

Lobster Key

Cortez, FL, US
3 Bedrooms 7 Guests
Aug 31 - Sep 3
$184 night

Lobster Key by Anna Maria Vacations Home in Cortez, Florida Experience the charm of Cortez Village at Lobster Key, an elevated home just minutes from Anna Maria Island’s beautiful beaches! This three-bedroom, two-bath retreat features a private pool, in-ground spa, and a spacious backyard with outdoor living areas, a pool table, and corn hole, all perfect for relaxing, entertaining, and enjoying island life. Located near local restaurants, boat ramp access, and just a short drive to the Gulf beaches, Lobster Key is your ideal destination for a memorable vacation filled with water adventures and coastal tranquility! Highlights • 1 mile to the beach in Bradenton Beach • 3 Bedroom / 2 Bath • 2 King beds, 1 twin-over-queen bunk • Private pool and in-ground spa • Pool table and corn hole • Tiki Bar and Outdoor Lounge • Close to Cortez’s local attractions and waterfront restaurants • 1.5 miles to Anna Maria Island beaches and water activities • 3 Parking Spaces Relax outdoors in your lush backyard, featuring a private pool, hot tub, and a covered patio with outdoor seating and an outdoor bar, perfect for outdoor drinks and meals. Challenge friends to pool or corn hole or simply unwind in the pool and hot tub while enjoying the island’s peaceful water views. Inside, the spacious living area features a large leather sectional that comfortably seats everyone for movie nights or relaxing with friends. The kitchen is equipped with stainless steel appliances, essential cookware, and utensils for preparing group favorites. Dine indoors or enjoy the breathtaking view from the outdoor dining table with an umbrella beneath the covered patio, perfect for island-inspired meals or sunset cocktails. Retreat to the primary bedroom with a king bed, vibrant beach-themed decor, a TV, and an ensuite bathroom with a walk-in shower for premium relaxation. The second bedroom also has a king bed, while the third bedroom offers a twin-over-queen bunk, ideal for kids or additional guests. These rooms share the hall bathroom with a shower and tub. A washer and dryer upstairs add convenience for longer stays. Room Details • Primary Bedroom: King bed, ensuite with walk-in shower • Second Bedroom: King bed • Third Bedroom: Twin-over-queen bunk Parking for boats and RVs is available, and the boat ramp is just a couple of houses away, making water adventures effortless. Book Lobster Key today and enjoy a waterfront paradise with everything you need for an unforgettable vacation. Dive into water play, explore local shops and restaurants, or relax by the pool and hot tub. Reserve your stay now and experience all that the historic Cortez Village and Anna Maria Island have to offer in style! - This property does not allow pets. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Salty Seagull at Hunter’s Point

Cortez, FL, US
3 Bedrooms 9 Guests
Aug 23 - 25
night

Salty Seagull at Hunter’s Point by AMI Locals Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand new canal front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable community and offers a private pool, dock, balcony seating, and Tesla charger. Ideal for families, boaters, and environmentally conscious travelers, this home combines cutting-edge green technology with relaxed coastal luxury! Highlights • Canal front Dock (up to 24ft) • 1 Mile from the Gulf Beaches • 3 Bedroom / 2.5 Bath • 2 King beds, 1 Full/full bunk with trundle • Private Heated Pool • Balcony • EV Charger (Tesla compatible, with adapter for other EVs) • Washer and Dryer • Near IMG Academy, Cortez Village, and Marina • Garage Trailer Parking (up to 25ft) • Pet friendly with host approval • 2 Parking Spaces Enjoy your morning coffee on the furnished balcony, unwind in the private pool overlooking the canal, or cast a line and watch passing boats and manatees from the private dock. A Tesla charger, energy efficient systems, and smart home technology add modern convenience to your stay. Step into the inviting great room, where modern coastal decor, a large sectional, and chic seating create the perfect gathering space for movie nights and casual lounging. The fully equipped chef’s kitchen includes stainless steel appliances, generous counter space, and all the cookware needed for multiple cooks. Enjoy meals at the indoor dining table or move to the balcony for dessert with canal views. Upstairs, three beautifully appointed bedrooms promise restful sleep with luxury bedding and calming design. The spacious primary suite features a King bed, private balcony, and spa-like ensuite bathroom with a double vanity and walk-in shower. The two additional bedrooms feature one king bed and a full over full bunk and trundle, both that share a Jack-and Jill bathroom with a shower/tub combo. Room Details • Primary Bedroom: King bed, and ensuite bathroom with walk-in shower • Second Bedroom: King bed • Third Bedroom: Full-over-full bunk bed with twin trundle Spend your days swimming in the private pool, enjoying a BBQ cookout, or relaxing canal side while watching boats drift by. With its location just over the bridge from Anna Maria Island, guests can easily reach Gulf beaches, island boutiques, and restaurants. The dock accommodates vessels up to 24ft and the garage that fits a 25ft trailer. Book your stay at Salty Seagull at Hunter’s Point and enjoy the rare balance of sustainability, luxury, and coastal adventure just minutes from Anna Maria Island. Your Florida vacation starts here! - 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property has an active front door camera at the main entrance. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Heavenly Sunset

Bradenton Beach, FL, US
3 Bedrooms 8 Guests
Aug 25 - 28
$582 night

Heavenly Sunset TPL24-000103, DWE5105909 Welcome to Heavenly Sunset, an upscale three-bedroom vacation home located directly across the street from the sugar white sands of Bradenton Beach. Designed for families and relaxed group getaways, this coastal retreat offers Gulf views, a private pool, a putting green, and multiple indoor and outdoor gathering spaces. With walkable beach access and close proximity to Bridge Street dining and shopping, Heavenly Sunset is an ideal home base for experiencing the best of Anna Maria Island. Highlights • Across the street from Bradenton Beach • 3 Bedrooms / 3 Bathrooms • 1 King, 1 Queen, Triple bunk - Queen over Regular Over Queen + Twin daybed with Twin trundle • Private Pool • Putting green • Game room with pool table • Covered outdoor living area with TV • Balcony with Gulf views • 3 Parking spaces • Convenient location near Bridge Street dining and shopping The backyard at Heavenly Sunset is designed for laid back island living. Soak and unwind in the private pool after a day at the beach or relax nearby with lounge seating surrounded by tropical landscaping. Practice your short game on the private putting green, then retreat to the covered outdoor patio, complete with comfortable seating, a ceiling fan, and a flat screen TV, creating the perfect space for shaded afternoons and relaxed evenings. On the lower level, the garage area doubles as a game room with a pool table, providing additional entertainment space and room for storing bikes and beach gear. The main living level features a bright, open concept layout that brings everyone together. The living room offers comfortable seating, coastal decor, and a large TV, creating a welcoming space to relax after beach days. The fully equipped kitchen includes granite countertops, stainless steel appliances, and a spacious island with bar seating, perfect for quick breakfasts or casual meals. Nearby dining space provides a comfortable setting for shared meals, with natural light filling the room. The primary bedroom serves as a peaceful retreat with a king bed, Gulf-inspired decor, balcony access, and an ensuite bathroom featuring a soaking tub and a separate standalone shower. The second bedroom offers a cozy queen bed and convenient access to a nearby bathroom. The third bedroom is ideal for families, featuring a custom triple bunk with a queen over a standard twin over a queen mattress, along with a twin-over-twin trundle daybed, offering flexible and fun sleeping arrangements. Bathrooms throughout the home are thoughtfully designed for comfort and convenience, making it easy for everyone to get ready for beach days and evenings out. Room Details • Primary Bedroom: King bed, private balcony, ensuite bathroom with soaking tub and standalone shower • Second Bedroom: Queen bed • Third Bedroom: Triple bunk with Queen over Twin over Queen plus Twin-over-Twin trundle daybed • Additional Sleeping: Queen sleeper sofa in living room Whether you’re starting your mornings with Gulf breezes from the balcony, spending afternoons at the beach just steps away, or winding down in the pool at sunset, Heavenly Sunset by AMI Locals delivers the relaxed coastal escape guests come to Bradenton Beach for. Book your stay today and enjoy walkable beach access, standout amenities, and unforgettable island memories. - This home is managed by AMI Locals, an Anna Maria Island property management company. This property does not allow pets of any kind. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Seaside Escape

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Aug 22 - 24
$928 night

Seaside Escape by AMI Locals TPL21-000113, DWE5105473 Welcome to Seaside Escape, a spectacular seven bedroom, six bathroom vacation home just a two-minute walk to the white sands of Bradenton Beach. Designed for large groups and families, this dog-friendly retreat is loaded with resort-style amenities, including a private pool with a waterslide and waterfall, a rooftop deck with Gulf views, a putting green, and more. Whether you’re planning a family reunion or a multi-family getaway, Seaside Escape delivers the ultimate vacation. Highlights -2-minute walk to Bradenton Beach -7 Bedrooms / 6 Bathrooms -6 King beds, 1 Full-over-Full bunk with trundle -Private pool with hot tub, waterfall, and waterslide -Rooftop deck with Gulf views -Putting green and ping pong table -Outdoor grill and covered patio dining -Balcony access from multiple bedrooms -Dog friendly with approval and additional fee -Outdoor shower and beach gear included -Walkable to AMI trolley stop -4 Parking Spaces Step into your private backyard paradise where a shimmering pool, complete with a slide and waterfall, invites endless fun. Let the kids play while you relax in the hot tub or work on your short game at the private putting green. Challenge your group to a ping pong match, then head up to the rooftop deck for sunset cocktails with panoramic Gulf views. With multiple lounge areas, a grill, and a covered patio dining table, this home’s outdoor spaces are designed for both fun and relaxation. The third-floor main living area is spacious and inviting, with a coastal-chic design and plenty of seating for the whole group. Sliding glass doors open to a breezy balcony for seamless indoor-outdoor living. The fully equipped kitchen features stainless steel appliances, granite countertops, and a large island with barstools. A formal dining table ensures everyone can enjoy meals together, while cozy sofas and armchairs make the living room a perfect place to unwind after beach days. Every bedroom at Seaside Escape is thoughtfully designed for comfort. The primary suite offers balcony access, a king bed, smart TV, and a spa-like ensuite bathroom with a double vanity and walk-in shower. Five additional bedrooms each feature king beds and private or ensuite baths with walk-in showers, many with balcony access. The seventh bedroom includes a full-over-full bunk bed with a trundle, making it ideal for kids or teens. Room Details -Primary Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower and double vanity -Second Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Third Bedroom (2nd Floor): King bed, balcony access, ensuite bathroom with walk-in shower and double vanity -Fourth Bedroom (2nd Floor): King bed, balcony access, ensuite bathroom with walk-in shower -Fifth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower and double vanity -Sixth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower -Seventh Bedroom (2nd Floor): Full-over-Full bunk bed with full trundle, access to hall bath Seaside Escape comes equipped with everything you need for a carefree stay, including Wi-Fi, TVs, a washer and dryer, and premium linens. The home also provides beach gear, an outdoor shower, and ample balcony space for taking in the coastal breeze. With a location just steps from Bradenton Beach and the AMI trolley stop, plus walkable access to local dining and shopping, this home ensures convenience as well as comfort. From splashing in the pool and relaxing on the rooftop deck to strolling just two minutes to Bradenton Beach, Seaside Escape is the perfect home for large groups seeking luxury and fun. Book your stay today and turn your dream Florida vacation into reality! - 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund.

Beach To Bay

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Aug 21 - 24
$805 night

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. The result? Unmatched value for travelers who expect more from their getaway. From a private heated pool and rooftop deck with sweeping bay views to seven en suite bedrooms and nearly 4,000 square feet of coastal luxury, Beach To Bay delivers the kind of vacation experience your group will be talking about for years. Located just a 5-minute walk from Bradenton Beach and within easy reach of Pine Avenue’s boutiques, restaurants, and ice cream shops, this stunning retreat is perfect for large families, multi-family groups, and special celebrations. With 7 bedrooms, 7 full baths, and 1 half bath, every member of your group will have the space, comfort, and privacy they deserve. This home sleeps 16 people comfortably in beds, and every single bedroom has an en suite bathroom — no sharing required! Floor Plan Description (by level): Ground Level: This home provides parking for up to 4 vehicles. In the garage, you’ll find bikes, beach chairs, a wagon, and a cooler provided for your use, a full-size refrigerator and freezer for additional storage and convenience, and a ping pong table. The garage opens to both the backyard pool area and the home’s foyer, which features sliding doors to the pool area and the main staircase to the levels above. The backyard is fully fenced and features a heated pool with sun shelf and heated spa, covered patio with soft seating, dining, and a 2 mounted TV’s, sun loungers, a propane grill, corn hole, putt putt and a poolside basketball hoop. An outdoor shower on the side of the home is perfect for rinsing off after the beach. The First Level of Living (2nd Floor): The home’s great room is on this level with the fully stocked kitchen, dining area, and living space. The kitchen features an island with seating for 6, and the dining area offers a table with seating for 8 — plenty of room for the whole group to gather. The living room opens to a balcony with seating and beautiful bay views — a perfect spot to enjoy your morning coffee or evening cocktail. A half bath and stackable washer and dryer are also located on this level. There are two bedrooms on this floor. Bedroom 1 is the home’s master bedroom, featuring a king bed, double vanity, and an en suite bath with walk-in shower. Bedroom 2 features a king bed and en suite bathroom with walk-in shower. The Second Level of Living (3rd Floor): On this level you’ll find a morning bar with a coffee maker and beverage fridge — perfect for early risers before a beach day — along with a second washer and dryer, because we know laundry doesn’t stop on vacation! Five bedrooms are on this level, all with en suite bathrooms. Bedrooms 3, 4, 5 and 6 are king suites featuring king beds and en suite bathrooms with walk-in showers. Bedroom 7 is the home’s bunk room featuring a full-over-full bunk bed and an en suite bathroom with shower/tub combo. Stairs lead to the rooftop deck from this floor. Rooftop Deck: Multiple Adirondack chairs provide the perfect seats to take in the stunning views from this rooftop perch. From up here you can see Perico Island, the Anna Maria Island bridge, and all the way to Cortez — plus views of the Gulf. Whether you’re starting your morning with a coffee and the sunrise or winding down with a sunset cocktail, this rooftop is a truly special space that sets this home apart. Be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this perch overlooking Anna Maria Island and the surrounding waters. https://youtu.be/3s8b3XdPIzU If you want to explore further without the hassle of driving, you’ll find multiple stops nearby for the free trolley or ‘Monkey Bus’ ride that provides transportation service to the entirety of Anna Maria Island. You’re also just a quick drive or Uber/Lyft to the mainland Bradenton/Cortez area (5-10 minutes) and downtown Bradenton or Sarasota (25-30 min) for access to numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Siesta Key, Venice Beach, Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! So, whether you’re relaxing poolside, entertaining on the rooftop deck, hosting friends and family, or planning a day trip or getting out on the town, this estate promises a vacation experience like no other. This Anna Maria Island luxury vacation rental features Smart TVs with streaming services, as well as Free Wi-Fi throughout the property—including outdoor areas for full coverage for all your work or personal needs. All bedrooms will include smart TVs, and the home offers window treatments throughout. Accessibility: most doorways and walkways are 30 inches or larger, and walk-in showers are included in multiple bathrooms. Please see the Photos, 3D Tour, and Video for this home (available closer to completion). *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Manatee Cove at Hunters Point. Luxury Waterfront Living by Mainsail Vacation Rentals

Cortez, FL, US
3 Bedrooms 8 Guests
Aug 21 - 23
$549 night

Welcome to Manatee Cove, an exceptional waterfront residence located within the award-winning Hunters Point community in Cortez, Florida. Combining luxury accommodations, private boating access, and innovative sustainable design, this canal-front retreat delivers an elevated Gulf Coast experience just moments from the sugar-white beaches of Anna Maria Island. Thoughtfully designed for travelers who appreciate sophisticated coastal living, Manatee Cove offers panoramic water views, a private boat slip, multiple outdoor living spaces, smart-home technology, and the distinctive eco-conscious features that have made Hunters Point one of Florida’s most innovative waterfront communities. Whether you’re planning a luxury family getaway, boating vacation, sports travel stay near IMG Academy, or an extended coastal retreat, this remarkable home provides the perfect blend of comfort, convenience, and waterfront adventure. Property Highlights: * Luxury canal-front vacation home * Game room on main level * Private boat slip accommodating vessels up to 25 feet * Located within the exclusive Hunters Point waterfront community * Less than one mile from Anna Maria Island beaches * Multiple furnished balconies with canal views * Elevator access to all living levels * Smart-home technology throughout * Tesla EV charging station * Open-concept coastal design * Gourmet kitchen with premium finishes * Full-size washer and dryer * Oversized garage with boat trailer storage * Near IMG Academy * Minutes from marinas, waterfront dining, fishing charters, and water activities * Access to future resort-style amenities and curated guest experiences A New Standard of Coastal Luxury: Nestled along a tranquil canal, Dockside Retreat invites guests to experience the best of Florida’s waterfront lifestyle. Begin each day with coffee overlooking the water as dolphins, manatees, and native birds glide through the surrounding waterways. Spend afternoons exploring nearby beaches, boating through Sarasota Bay, fishing the Gulf waters, or discovering the charm of historic Cortez Village. Return home to relax on a private balcony, enjoy waterfront sunsets, and embrace the peaceful atmosphere that makes Hunters Point such a sought-after destination. Sophisticated Interior Spaces: Inside, contemporary coastal architecture meets effortless comfort. Expansive windows flood the home with natural light while showcasing beautiful canal views from throughout the living spaces. The main living area offers comfortable designer furnishings, elevated finishes, and seamless indoor-outdoor flow, creating the ideal setting for gathering with family and friends. The gourmet kitchen features premium appliances, stone countertops, custom cabinetry, and spacious island seating. Whether preparing a fresh seafood dinner or enjoying a leisurely breakfast before a day on the water, every detail has been designed to enhance the guest experience. Adjacent dining spaces provide ample room for entertaining while enjoying the scenic waterfront backdrop. Luxury Accommodations: Each bedroom has been thoughtfully designed as a private retreat featuring premium mattresses, luxury linens, and sophisticated coastal décor. The primary suite offers a spa-inspired escape with waterfront views, a private balcony, a luxurious en suite bathroom, and generous closet space. Additional guest accommodations provide exceptional comfort for families, couples, and groups, ensuring every guest enjoys a restful and relaxing stay. Private Boating Lifestyle: For boating enthusiasts, Dockside Retreat offers direct access to one of Florida’s most desirable waterfront playgrounds. The private boat slip accommodates vessels up to 25 feet, providing convenient access to Sarasota Bay, Palma Sola Bay, and the Gulf of Mexico. Nearby marinas offer boat rentals, fishing charters, sunset cruises, paddle boards, kayaks, and a variety of water-based adventures. The oversized garage accommodates boat trailers and additional recreational equipment, making this an ideal home base for guests bringing their own vessel. Important Information: * Primary renter must be at least 25 years of age. * Exterior security monitoring may be present in select outdoor areas for property protection. * Boat trailers must be stored within designated areas and community guidelines apply. * Community waterways can accommodate boats up to approximately 25 feet. * Guests are asked to observe community quiet hours and respect neighboring residences. * Hunters Point is an actively growing luxury waterfront community, and construction may be ongoing in select areas as additional residences are completed. Experience luxury boating, waterfront relaxation, sustainable innovation, and effortless access to Florida’s most beautiful coastal destinations at Dockside Retreat. Reserve your stay today and discover why Hunters Point is becoming one of the Gulf Coast’s most exciting luxury waterfront communities.

Set in Sand

Bradenton Beach, FL, US
7 Bedrooms 14 Guests
Aug 30 - Sep 1
$727 night

Set in Sand by AMI Locals TPL24-000009, DWE5105449 Welcome to Set in Sand by AMI Locals, a spectacular seven bedroom, six and a half bath luxury home located just a four-minute walk from the pristine beaches of Anna Maria Island. This coastal masterpiece combines modern design, resort-style amenities, and spacious comfort, perfect for families and large groups seeking a refined island retreat. Enjoy a private pool with in-ground spa, rooftop deck with Gulf and Bay views, and dog-friendly accommodations, all within moments of Bradenton Beach’s shops, restaurants, and entertainment. Highlights • 4-minute walk to the beach • 7 bedrooms / 6.5 bathrooms • 6 Kings / 1 Twin-over-Twin bunk • Private pool with in-ground spa • Rooftop deck with Gulf and Bay views • Outdoor covered patio with BBQ grill and seating • Dog friendly with approval and additional fee • Washer and dryer • 3 parking spaces Your outdoor paradise begins in the private backyard oasis, complete with a sparkling heated pool, in-ground spa, and covered patio perfect for lounging in the shade. Enjoy casual barbecues with the BBQ grill and outdoor dining area or head up the spiral staircase to the rooftop deck to take in panoramic views of the beach and bay. Every inch of this home is designed for comfort, relaxation, and fun, ideal for making the most of your Anna Maria Island vacation. Inside, Set in Sand welcomes guests with an open concept living area that blends luxury and coastal ease. Plush seating, elegant decor, and large windows create a bright, inviting atmosphere. The chef’s kitchen is fully equipped with stainless steel appliances, essential cookware, and a spacious island with bar seating, while the formal dining area provides ample room for family gatherings. A half bath and laundry room add convenience to the main level. Each bedroom at Set in Sand is beautifully designed to ensure both relaxation and privacy. The primary suite offers a king bed, coastal decor, and an ensuite spa-style bathroom with dual vanities and a walk-in shower. Four additional king bedrooms feature luxury bedding, modern decor, and ensuite or nearby bathrooms with walk-in showers. The sixth and seventh bedrooms are perfect for families, featuring a king bedroom and a bunk bedroom that share a Jack-and-Jill bathroom with a shower and tub combination; ideal for guests traveling with children. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower • Second Bedroom: King bed, ensuite bathroom with walk-in shower • Third Bedroom: King bed, ensuite bathroom with walk-in shower • Fourth Bedroom: King bed, ensuite bathroom with walk-in shower • Fifth Bedroom: King bed, access to hallway bathroom • Sixth Bedroom: King bed, shares Jack-and-Jill bathroom with bunk room • Seventh Bedroom: Twin-over-Twin bunk, shares Jack-and-Jill bathroom with King room Located in the heart of Bradenton Beach, Set in Sand provides easy access to the Gulf, as well as nearby parks, playgrounds, and fishing spots. Across the street, you’ll find a bayfront park with a basketball court and family-friendly recreation areas. Guests can also hop on the Anna Maria Island trolley to explore the island’s 7-mile stretch of restaurants, boutiques, and beaches. Set in Sand by AMI Locals offers a luxurious yet relaxed setting for your Anna Maria Island getaway. Whether you’re here to celebrate, unwind, or simply soak up the island sunshine, this stunning home provides everything you need for a stay that’s as stylish as it is unforgettable. Book your stay today and experience Set in Sand, where luxury, comfort, and coastal beauty meet! - With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Rustic Coastal Escape| Pool | Fire Pit

Bradenton, FL, US
3 Bedrooms 6 Guests
Aug 25 - 27
$242 night

Welcome to Rustic Coastal Escape, a charming 3-bedroom, 2-bath retreat inspired by relaxed beach living and vintage coastal style. Thoughtfully decorated with rustic touches and coastal décor throughout, this home offers a warm, inviting atmosphere perfect for families, couples, and friends looking to unwind near Florida’s Gulf Coast. Inside, the home features an open and comfortable layout with a fully stocked kitchen equipped with brand-new appliances, ample counter space, and everything you need for home-cooked meals. The adjacent dining area includes a spacious table ideal for shared meals, game nights, or remote work. A dedicated laundry room adds extra convenience for longer stays. The primary bedroom includes a king bed and a private en-suite bathroom highlighted by a vintage clawfoot tub with a shower combo, creating a relaxing experience. The second guest bedroom also features a king bed, while the third bedroom offers a single bunk bed—perfect for kids or additional guests. Both bathrooms are stocked with fresh towels and essential toiletries. Step outside to enjoy true Florida living. The pool sits between the main home and a charming back cottage, offering a peaceful shared space to cool off during sunny days. In the evenings, gather around the outdoor fire pit to relax, share stories, or enjoy a quiet night under the stars. Located in the heart of Cortez near Bradenton, this home puts you close to beautiful Gulf beaches, local seafood restaurants, marinas, and the historic Cortez Fishing Village. Whether you’re here to explore the coast, relax poolside, or enjoy cozy nights by the fire, Rustic Coastal Escape is the perfect home base for your Florida getaway. Book your stay and experience laid-back coastal comfort with a touch of vintage charm. This property includes two separate Airbnb units on the same lot: the main house and a private guest cottage. The swimming pool and select outdoor spaces are shared between both units. Each unit has its own private entrance, indoor living areas, bedroom(s), bathroom(s), and laundry facilities. There are no shared interior spaces. Guests are expected to be respectful of quiet hours and shared amenities to ensure a comfortable stay for everyone. (Top-Rated Restaurants Near Cortez / Bradenton) Seafood & Waterfront Star Fish Company – Dockside seafood market & restaurant Swordfish Grill – Casual waterfront dining with fresh seafood Tide Tables Restaurant & Marina – Classic Florida seafood with marina views Cortez Kitchen – Old Florida seafood and local favorites Anna Maria Oyster Bar (Cortez) – Oysters, fish tacos, and Gulf classics Beach House Waterfront Restaurant – Gulf views and sunset dining (Breakfast, Brunch & Cafés) Cortez Café – Breakfast and coffee Sage Biscuit Café – Southern-style breakfast and comfort food The Toasted Yolk Café – Popular brunch spot (Casual Dining & Local Favorites) Slicker’s Eatery – Modern American comfort food Five Nine Grill & Tavern – Burgers, drinks, and relaxed atmosphere Pork Belly’s Eatery – BBQ and comfort food Lucky Frog Restaurant – German-inspired cuisine Mermaid Pies & Sandwiches – Homemade pies and sandwiches (Local Attractions & Things To Do) Beaches Anna Maria Island – White-sand beaches and Gulf sunsets Bradenton Beach – Swimming, sunbathing, and beach cafés Coquina Beach – Wide beaches, picnic areas, and walking paths (Outdoor & Nature) Perico Preserve – Walking trails, kayaking, and bird watching Neal Preserve – Scenic coastal trails and lookout tower Leffis Key Preserve – Boardwalk trails and quiet beach access Family-Friendly & Fun Captain Bam’s Jungle Float – Inflatable water park on the bay Adventure Away AMI – Kayaks, paddleboards, and water activities Culture & History Florida Maritime Museum – History of Cortez fishing villag Manatee Village Historical Park – Historic buildings and exhibits (Local Experience) Cortez Historic Fishing Village – One of Florida’s last working fishing villages Local Marinas – Fishing charters, sunset cruises, and boat rentals We are local and willing to help you have a 5 star stay! This property includes two separate Airbnb units on the same lot: the main house and a private guest cottage. PLEASE NOTE: The swimming pool and select outdoor spaces are shared between both units. The pool is a shared amenity and is available on a first-come, first-served basis. Please be courteous to other guests when using shared outdoor spaces. Each unit has its own private entrance, indoor living areas, bedroom(s), bathroom(s), and laundry facilities. There are no shared interior spaces. Guests are expected to be respectful of quiet hours and shared amenities to ensure a comfortable stay for everyone. The driveway will have parking for the main house and back house as well. These homes do not share a wall and sit across from each other from the pool.

Coastal Escape at Hunters Point A Luxury Waterfront Villa Pool Home by Mainsail Vacation Rentals

Cortez, FL, US
3 Bedrooms 7 Guests
Aug 21 - 23
$549 night

Welcome to Coastal Escape, a sophisticated canal-front retreat located within the award-winning Hunters Point waterfront community. Combining luxury accommodations, private resort-style amenities, and innovative sustainable design, this exceptional waterfront home offers a one-of-a-kind Gulf Coast vacation experience just moments from the pristine beaches of Anna Maria Island. Designed for discerning travelers seeking both relaxation and adventure, Coastal Escape features a private pool, private dock, elevator access, Tesla EV charger, multiple waterfront balconies, and beautifully appointed interiors. Whether you’re planning a luxury family vacation, boating getaway, sports travel stay near IMG Academy, or an extended coastal escape, this extraordinary residence delivers the perfect balance of comfort, style, and waterfront living. Property Highlights: * Luxury canal-front vacation home * Private dock accommodating boats up to 24 feet * Private heated pool * Located within the exclusive Hunters Point waterfront community * Less than one mile from Anna Maria Island beaches * Three bedrooms | Two and one-half bathrooms * Two king suites and custom bunk room * Elevator access to all living levels * Tesla EV charging station * Multiple furnished waterfront balconies * Smart home technology throughout * Zero-energy sustainable home design * Washer and dryer * Oversized garage with boat trailer storage * Two dedicated parking spaces * Minutes from IMG Academy, marinas, waterfront dining, and fishing charters Luxury Waterfront Living: Experience the future of luxury coastal travel in a home thoughtfully designed around sustainability, wellness, and the Florida waterfront lifestyle. Begin each morning with coffee overlooking the canal as dolphins, manatees, and native Florida wildlife make appearances just beyond your balcony. Spend sunny afternoons lounging beside your private pool, launching a boating adventure from your private dock, or exploring nearby beaches and waterfront attractions. At day’s end, gather with family and friends to enjoy spectacular sunset views from one of the home’s multiple outdoor living spaces. Elegant Coastal Interiors: The home’s main living level offers an open-concept design filled with natural light and framed by beautiful canal views. Sophisticated furnishings, contemporary coastal décor, and premium finishes create a warm yet refined atmosphere throughout. The spacious living room features comfortable seating, a large television, and seamless access to the outdoor balcony, allowing guests to enjoy indoor-outdoor living year-round. The gourmet kitchen is fully equipped with stainless steel appliances, generous cabinetry, expansive countertops, and everything needed to prepare meals with ease. A stylish dining area seats six comfortably, while outdoor dining on the balcony provides an unforgettable waterfront setting for breakfast, lunch, or evening cocktails. Luxury Accommodations: Every bedroom has been thoughtfully designed to provide a restful retreat after a day of boating, beach adventures, or exploring Florida’s Gulf Coast. Primary Waterfront Suite: The luxurious primary suite offers a plush king bed, private waterfront balcony, and a spa-inspired ensuite bathroom featuring dual vanities and a walk-in shower. Guests can wake each morning to peaceful canal views and coastal breezes. Second King Bedroom: Perfect for couples or additional family members, the second guest bedroom features a comfortable king bed, premium bedding, and convenient access to the shared Jack-and-Jill bathroom. Custom Bunk Room: The third bedroom is ideal for children, teens, or additional guests and features a full-over-full bunk bed with a twin trundle, offering flexible sleeping arrangements for families and groups. The second and third bedrooms share a beautifully appointed Jack-and-Jill bathroom with a shower and tub combination. A convenient powder room is located on the main living level. Private Outdoor Oasis: One of Coastal Escape’s most distinctive features is its exceptional outdoor living experience. The private waterfront pool provides the perfect place to cool off after a beach day or boating excursion. Comfortable outdoor seating areas and furnished balconies invite guests to relax while enjoying panoramic canal views and the peaceful surroundings of Hunters Point. Boating enthusiasts will appreciate the private dock, which accommodates boats up to 24 feet, along with easy access to nearby marinas, fishing charters, eco-tours, and Gulf waters. The garage can accommodate boat trailers up to 25 feet, making this an ideal destination for travelers bringing their own vessel.

The Renata at Hunter’s Point

Cortez, FL, US
3 Bedrooms 7 Guests
Aug 21 - 23
$207 night

The Renata at Hunter’s Point by AMI Locals Experience the perfect blend of eco-luxury and modern comfort at The Renata, a brand-new home nestled in the heart of Hunter’s Point! This stunning three bedroom, two and half bath retreat features a private pool, elevated balcony with water views, and an elevator for effortless access. Surrounded by natural waterways, the home is just under a mile from the beautiful beaches of Anna Maria Island, making it an ideal sanctuary for relaxation, water adventures, and Florida living! Highlights • 1 mile from Cortez Beach • 3 Bedroom / 2.5 Bath • 1 King, 1 queen, 1 twin-over-full bunk • Heated pool • Balcony • Elevator • EV charging station  • Beach cart, chairs provided • Washer and dryer • Short drive to IMG Academy and local attractions  • 3 Parking spaces Relax outdoors on your private, tropical backyard patio featuring a heated pool and ample loungers. Lounge on the balcony with water views or dine at the outdoor table. Watercraft enthusiasts will appreciate the community waterways that accommodate boats up to 25 feet. This sustainable home offers the perfect environment for a peaceful island escape, just minutes from beaches, parks, shops, and waterfront dining. Inside, the home offers a bright, spacious open concept living room that seamlessly flows into a fully equipped kitchen and dining area. The modern kitchen features durable, high-end appliances, ample countertops, and eco-friendly touches. The living room provides a comfortable space for family gatherings or movies, with large windows and sliding doors opening to the balcony with stunning water views, perfect for sunrise and sunset moments. Retreat to three beautifully appointed bedrooms on the third floor, all accessible via the elevator. The primary suite serves as a peaceful sanctuary with a king-sized bed, a luxurious ensuite with double vanity, and a walk-in shower. The second bedroom offers a queen bed, while the third bedroom features a twin-over-full bunk bed, ideal for kids or extra guests. A hall bathroom complements the home, ensuring comfort for everyone. Room Details • Primary Bedroom (3rd floor): King bed, ensuite with walk-in shower • Second Bedroom (3rd floor): Queen bed, ensuite with walk-in shower  • Third Bedroom (3rd floor): Twin-over-full bunk bed Book The Renata today and enjoy a luxury, sustainable vacation in paradise. With its private pool, water views, outdoor entertainment, and prime location just outside Anna Maria Island’s attractions, this home provides everything you need for a memorable, eco-conscious getaway. Reserve now and start living your island dreams! - Please Note: Boat trailers must be parked in garage. The garage will accommodate up to a 25 ft trailer. No boat trailers can be left on grounds, if the trailer is left on-site for more than 24 hours, the HOA reserves the right to have the trailer towed. Guest can make arrangements to store offsite at a local marina as well. Community waterways can accommodate a 25ft boat. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. There are No pets allowed in this home. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Island Sol

Bradenton Beach, FL, US
9 Bedrooms 22 Guests
Sep 1 - 3
$1,036 night

Island Sol by AMI Locals TPL21-000126, DWE5105473 Welcome to Island Sol by AMI Locals, one of the most spectacular Anna Maria Island vacation rentals! This nine bedroom, six and a half-bath luxury beach home sits on a quiet street in Bradenton Beach, just a 2-minute walk to the Gulf beaches. With a private heated pool, spa, and waterslide, plus a rooftop deck for sunset views, this coastal chic retreat was designed for large family gatherings and multi-family stays. From the stylish interiors to resort-style outdoor living, Island Sol captures the essence of luxury beach homes on Anna Maria Island. Highlights • 2-minute walk to the beach • 9 bedrooms / 6.5 bathrooms • 6 Kings, 2 Twin over Full bunks with Twin trundles • Private pool and spa • Rooftop deck with Gulf sunset views • Poolside bar, ping pong table and billiards • Outdoor grill and covered TV lounge • Dog friendly with approval and fee • 4 parking spaces • Close drive to Bridge Street restaurants and shopping Make a splash in your private resort-style pool, complete with a waterslide, spa, and spacious sundeck perfect for toddlers or loungers. The expansive patio offers plenty of room for everyone, featuring a bar area, outdoor TV, grill, ping pong, and pool table for endless fun. End each day on the rooftop deck, where panoramic island views and glowing Gulf sunsets set the perfect vacation mood. Inside, the airy open concept living area welcomes you with plush seating, coastal decor, and abundant natural light. The gourmet kitchen includes stainless steel appliances, large island seating, and a dining table for 8; making it easy to share meals and stories. A second wet bar and kitchenette add convenience for entertaining, while the seamless indoor-outdoor flow encourages guests to gather on the balcony dining area overlooking the pool. Island Sol provides comfort and privacy for every guest, featuring four primary suites with king-size beds and ensuite bathrooms. Each bedroom is thoughtfully decorated with coastal flair and offers modern comforts, while the bunk rooms create a fun space for younger guests. Bathrooms include dual vanities, walk-in showers, and contemporary finishes that enhance the home’s spa-like atmosphere. Room Details Main Level (2nd Floor) • Primary Bedroom 1: King bed, ensuite bathroom with dual vanities and walk-in shower • Second Bedroom 2: King bed, shared Jack-and-Jill bathroom with walk-in shower • Third Bedroom 3: King bed, shared Jack-and-Jill bathroom with walk-in shower • Fourth Bedroom 4: King bed, hallway bathroom with walk-in shower Upper Level (3rd Floor) • Fifth Bedroom 5: King bed, ensuite bathroom with dual vanities and walk-in shower, balcony with rooftop access • Sixth Bedroom: Twin over Full bunk with Twin trundle, shared Jack-and-Jill bathroom with dual vanities and tub/shower combo • Seventh Bedroom: Twin over Full bunk with Twin trundle, balcony access, shared Jack-and-Jill bathroom with dual vanities and tub/shower combo • Eighth Bedroom: King bed, ensuite bathroom with walk-in shower • Ninth Bedroom: King bed with private balcony, ensuite bathroom with walk-in shower Nestled in a peaceful residential area, Island Sol combines privacy with convenience. Guests can hop on the Anna Maria Island trolley to explore restaurants, boutiques, and local attractions along Bridge Street. The home includes Wi-Fi, two sets of washers and dryers, and a gas grill. Dogs are welcome with prior approval and a small fee. From its luxurious design and family-friendly layout to its incredible outdoor amenities and unbeatable location, Island Sol by AMI Locals is the perfect home base for your next Anna Maria Island vacation. Create lasting memories in this stunning Bradenton Beach rental, just steps from the Gulf and close to everything the island has to offer. Book your stay today with AMI Locals and experience Island Sol, where luxury meets coastal fun! - *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Angler’s Cove at Hunter’s Point

Cortez, FL, US
3 Bedrooms 10 Guests
Aug 21 - 25
$429 night

Angler’s Cove at Hunter’s Point by AMI Locals Welcome to Angler’s Cove at Hunter’s Point, a stunning eco-friendly vacation set in the waterfront Hunter’s Point community! This three-bedroom, two and a half bath smart home combines luxury and sustainability, featuring a private pool, EV charger, and canal access for kayaking or paddleboarding. You’ll be close to the beach, just one mile from the Anna Maria Island beaches, and local restaurants and marinas, making it an ideal retreat for families and friends! Please note: Hunter’s Point is a brand-new community with homes still under construction. Highlights - Brand-new home - 1 mile to Anna Maria Island beaches - 3 Bedroom / 2.5 Bath - 2 Kings, Twin/ Full bunk with trundle, Queen sleeper sofa - Private pool - EV charger - Backyard Dock - Near local restaurants and marinas - 6.7 miles to IMG Academy - Washer and dryer - 1 Parking Space - No pets allowed Relax in your private pool overlooking the canal or gather on the spacious patio with lounge seating and tranquil water views. For adventurers, the community dock allows easy access for kayaking, paddleboarding, and boating, keep an eye out for dolphins and manatees! The home’s zero-energy design ensures you’re vacationing sustainably without sacrificing modern comforts. Inside, the open living area is perfect for entertaining, featuring plush seating, a large TV, and direct access to the patio. The fully equipped kitchen is designed with stainless steel appliances, an island with bar seating, and everything you need to prepare meals at home. Enjoy family dinners at the chic dining table or keep things casual with snacks and games around the town. Each bedroom is thoughtfully designed with coastal-inspired decor and plush bedding. The primary suite features a king bed, ample storage, and a luxurious ensuite bathroom with a walk-in shower and double vanity. The second king bedroom shares a Jack-and-Jill bathroom with the third bedroom, which offers a twin-over-full bunk bed with a trundle, perfect for kids or additional guests. A queen sleeper sofa in the living room adds flexibility for larger groups. Room Details - Primary Bedroom, 3rd Floor: King bed, ensuite with walk-in shower and double vanity - Second Bedroom, 3rd Floor: King bed - Third Bedroom, 3rd Floor: Twin-over-Full bunk with Twin trundle - Living Area: Queen sleeper sofa This home includes an EV charger, washer and dryer, high-speed Wi-Fi, and parking. The garage can accommodate a boat trailer up to 25 feet, though community rules require trailers to be stored inside or at an offsite marina. The waterways here can handle boats up to 25 feet, making it ideal for boaters. With its eco-friendly design, private pool, and close proximity to Anna Maria Island beaches, Angler’s Cove at Hunter’s Point is the perfect destination for a sustainable yet luxurious getaway. Whether you’re relaxing by the pool, launching a kayak into the bay, or exploring the beaches and shops, this home has everything you need for an unforgettable Florida vacation. Book your stay with AMI Locals today and experience the future of vacationing in style! - This home is managed by AMI Locals, an Anna Maria Island property management company. These premises are monitored by video surveillance in select exterior areas. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. There are No pets allowed in this home. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

You, Me and the Sea AMI

Holmes Beach, FL, US
3 Bedrooms 6 Guests
Aug 22 - 29
$248 night

You, Me, and the Sea AMI by AMI Locals VRC21-000081 Welcome to You, Me, and the Sea AMI by AMI Locals, your perfect family retreat on beautiful Anna Maria Island. Just a one-minute walk to the soft Gulf sands, this elevated three-bedroom, two-bath vacation home blends modern coastal design with laid-back island comfort. Thoughtfully designed for families and multi-generational groups, it offers spacious living, a private pool with spa, and a prime Holmes Beach location close to everything that makes island life unforgettable. Highlights • 1-minute walk to Holmes Beach • 3 Bedrooms / 2 Bathrooms • 2 Kings / 1 Queen / 1 Full-over-Full bunk with Twin trundle • Private pool with in-ground spa • Balcony with outdoor dining and BBQ grill • 2-minute walk to the Anna Maria Island trolley stop • Parking available for 4 vehicles Step into paradise with your very own private heated pool and spa, surrounded by lush tropical greenery that invites total relaxation. The balcony features a shaded dining area and grill, perfect for sharing alfresco meals and sunset cocktails after a fun-filled beach day. Inside, you’ll find a bright open floor plan designed for comfort and togetherness. The living room offers cozy seating and a TV for movie nights, while the fully equipped kitchen features stainless steel appliances, generous counter space, and a dining table set for family gatherings. A small workspace next to the kitchen provides a convenient spot to catch up on emails or jot down vacation plans, making this home functional as it is relaxing. Whether preparing breakfast or enjoying evening dinners, this space makes island living effortless. The primary suite is ideal for parents and kids, featuring a king bed, full-over-full bunk bed with twin trundle, and an ensuite bathroom with a double vanity and walk-in shower. The second bedroom includes a king bed, while the third bedroom offers a queen bed. Both share a hallway bathroom with a walk-in shower, making it easy for everyone to have their own space and comfort. Room Details • Primary Bedroom (2nd floor): King bed, Full-over-Full bunk with Twin trundle, ensuite bathroom with walk-in shower • Second Bedroom (2nd floor): King bed • Third Bedroom (2nd floor): Queen bed • Hall bathroom with walk-in shower This home provides a washer and dryer, Wi-Fi, and beach essentials for guest use. Guests can easily explore Anna Maria Island with the island trolley, just steps away. Located near restaurants such as Skinny’s Place and Double Deez Chicago Style Restaurant, or parks like Grassy Pointe Preserve, you’ll have local dining and outdoor activities at your fingertips for the perfect island experience. From peaceful mornings on the balcony to sunset swims in the pool, You, Me, and the Sea AMI by AMI Locals offers everything you need for an unforgettable Anna Maria Island vacation rental. Make lifelong memories with your loved ones and book your stay today! - This home is managed by AMI Locals, an Anna Maria Island property management company. 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without a refund.

Vacation Rentals in Bradenton Beach by Amenities & Features

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Vacation Rentals Near Bradenton Beach

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