Vacation rentals in Longboat Key, FL with a pool

Explore 49 vacation rentals, homes, and villas with pools in Longboat Key, 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, Best Affordable Homes and Great for Groups. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $76 per night and homes offering up to 8 bedrooms and 8 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.

49 Homes with Pools in Longboat Key

Emerald Bay

Longboat Key, FL, US
4 Bedrooms 8 Guests
Aug 19 - Sep 18
$724 night

Escape to paradise in this stunning waterfront vacation home located in the coveted Emerald Harbor neighborhood. Perfectly nestled on a wide, deep-water channel with direct access to the Intracoastal Waterway and just minutes from the Gulf of Mexico, this home offers the ultimate coastal getaway. This spacious and casually elegant 4-bedroom, 4-bathroom home is ideal for families or groups. With two master suites – one conveniently located downstairs and another upstairs – it offers privacy and flexibility for all guests. Nearly every room boasts serene water views, creating a tranquil atmosphere throughout. The fully equipped kitchen features sleek granite countertops, a breakfast bar, and a convenient pass-through to the lanai. Guests will love the stainless steel appliances, including a refrigerator, dishwasher, cooktop, microwave, and washer/dryer. Step outside into your private oasis – a large, pool deck with a sparkling pool surrounded by brick pavers. The pool, refinished and updated, is perfect for lounging in the sun or taking a refreshing dip. The lush tropical landscaping and secluded setting provide peace and privacy for your group. For boating enthusiasts, the property includes a seawall and dock, perfect for bringing along your boat, jet skis, or kayaks. After a day on the water, enjoy the convenience of deeded private beach access, located just across from the entrance to Emerald Harbor. Conveniently situated on the north end of Longboat Key, you’re moments away from pristine beaches, world-class dining and shopping at St. Armands Circle, and the charming attractions of Anna Maria Island. Downtown Sarasota, as well as Tampa and Sarasota International Airports, are just a short drive away. Private beach access located through a private gate with a code directly across Gulf of Mexico Dr. Book your stay in this Emerald Harbor retreat and experience the perfect blend of luxury, comfort, and coastal living. Your paradise awaits! Accommodations: 4 bedrooms, 4 bathrooms Location: 761 Emerald Harbor, Longboat Key Amenities: Private Dock, Short Walk to Beach, Private Heated Pool, Private Patio, Garage Parking, Cedars East Tennis Resort Membership with access to fitness center, bicycles, Olympic size lap pool, Har-Tru Tennis Courts and Pickleball courts as well as tennis lessons, Hugo II Cafe and much more Bedding: 3 Kings, 2 Singles View: Bay Minimum Night Requirements: Monthly Pets Not Allowed Pool Heat - Daily fee (please inform our reservations department at the time of booking and the fee will be applied)

Marbury Lane

Longboat Key, FL, US
3 Bedrooms 8 Guests
Aug 19 - Sep 18
$410 night

Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for families and groups seeking a luxurious, yet comfortable retreat by the beach. With three spacious bedrooms and three beautifully appointed bathrooms, this home comfortably sleeps up to eight guests, making it ideal for larger gatherings. As you step inside, you’ll be greeted by an open and airy living space that invites relaxation. The master bedroom boasts a plush king-sized bed and a private balcony where you can sip your morning coffee while taking in the serene surroundings. Upstairs, you’ll find a cozy bedroom with a full-sized bed, as well as a versatile guest bedroom featuring three single beds and a day bed, perfect for the kids or extra guests. The fully equipped kitchen makes it easy to whip up your favorite meals, which you can enjoy on the private balcony or by the pool. For those who love to grill, the gas grill is ready for your culinary adventures. After a day of sun and sand, unwind in the comfortable den with a sleeper sofa. For the active vacationers, this home comes with bikes and kayaks, allowing you to explore the beautiful surroundings of Longboat Key at your own pace. Whether you’re biking along the scenic paths or paddling through the calm waters, adventure is always just a step away. And when it’s time to hit the beach, you’ll be just a short walk or drive away from the pristine shores, where you can soak up the sun, swim in the Gulf, or simply relax with a good book. With garage and outdoor parking, you’ll have plenty of space for your vehicles and any beach gear you bring along. This Longboat Key retreat truly has it all—luxury, comfort, and endless opportunities for fun. Book your stay today and start making memories that will last a lifetime! Accommodations: 3 bedrooms, 3 bathrooms, flex room or 4th bedroom with multi-bunks Location: 723 Marbury Ln, Longboat Key Amenities: Short Walk to Beach, Private Pool, Gas Grill, 2 Private Balconies, Bikes, Garage Parking, Kayaks, Boat Dock Bedding: 1 King, 1 Full, 3 Twins, 1 Sleep Sofa, 1 Day Bed View: Pool Minimum Night Requirements: Monthly Well trained dogs welcome No parties or events allowed at this property

Lyons Lane Home

Longboat Key, FL, US
4 Bedrooms 8 Guests
Aug 19 - Sep 18
$294 night

Welcome to Lyons Lane, a beautiful canal-front Longboat Key vacation rental offering the perfect blend of privacy, comfort, and coastal living. Proudly presented by RVA, this spacious two-story home is located on the quiet north end of Longboat Key, directly across from protected wetlands that provide peaceful scenery, abundant wildlife, and a true island escape. Whether you’re planning a seasonal stay, extended vacation, or relaxing snowbird retreat, this pet-friendly Longboat Key rental with a private pool and boat dock delivers everything you need for an unforgettable Florida Gulf Coast experience. Private Pool, Hot Tub & Waterfront Outdoor Living - Designed for outdoor relaxation, this waterfront Longboat Key vacation home features a private heated swimming pool, separate hot tub, and a large screened-in deck overlooking a tranquil saltwater canal. Enjoy morning coffee by the water, afternoons lounging poolside, and beautiful Gulf Coast sunsets in your own private backyard oasis. Boating enthusiasts will appreciate the private boat dock, providing convenient water access to Sarasota Bay and surrounding waterways—perfect for fishing, kayaking, paddleboarding, or simply enjoying life on the water. Outdoor Highlights: • Private heated pool • Separate hot tub • Canal-front screened lanai and sun deck • Private boat dock • Gas grill for outdoor dining • Peaceful waterfront setting • 2-car garage and ample parking This waterfront Longboat Key vacation rental is ideal for guests seeking a relaxing coastal lifestyle during their monthly stay. Spacious 4-Bedroom Home Perfect for Families and Monthly Stays With four bedrooms and two bathrooms, this 1,718-square-foot Longboat Key vacation home comfortably accommodates up to eight guests. The open-concept layout and split-bedroom design provide both gathering space and privacy, making it an excellent choice for families, remote workers, retirees, or seasonal visitors. The fully equipped kitchen includes stainless steel appliances, a natural gas cooktop, double electric oven, and everything needed to prepare meals at home after a day at the beach or exploring the island. Interior Features: • Open-concept living and dining area • Fully equipped kitchen with stainless steel appliances • Natural gas cooktop and double oven • Comfortable coastal furnishings • 60" flat-screen TV in living room • High-speed Wi-Fi • Full-size washer and dryer • Spacious split-bedroom floor plan This Longboat Key monthly rental is especially well-suited for extended stays, snowbirds, and guests seeking the comfort of a true home-away-from-home. Walk to Beach, Bay, Restaurants & Local Attractions Lyons Lane offers the convenience of a walkable Longboat Key location, just a short stroll to the Gulf Beaches and nearby bay access. Enjoy easy access to local restaurants, boutique shopping, marinas, and outdoor recreation while still enjoying the peace and quiet of a residential neighborhood. Pet-Friendly Longboat Key Vacation Rental Traveling with pets is easy at Lyons Lane. This pet-friendly Longboat Key rental welcomes your furry family members so everyone can enjoy the vacation together. Pet Policy: • Pets allowed with approval • 50 lb weight limit • Additional pet fee applies Property Details Accommodations: 4 Bedrooms | 2 Bathrooms Sleeps: Up to 8 Guests Beds: 1 King | 3 Queen Beds View: Canal Front / Waterfront Minimum Stay: 30 Days Amenities Private Heated Pool • Hot Tub • Canal Front • Private Boat Dock • Screened Lanai • Gas Grill • Washer/Dryer • High-Speed Wi-Fi • 2-Car Garage • Full Kitchen • Pet Friendly • Walk to Beach • Monthly Rental Important Notes • Dock available for recreational use • Additional electric and/or pool heating charges may apply • Minimum 30-day stay required • Pet approval required prior to arrival

Jessmyth Estate

Longboat Key, FL, US
4 Bedrooms 12 Guests
Aug 19 - Sep 18
$708 night

Welcome to Jessmyth Estate on Longboat Key. Only three houses away from the beach, this home is located directly on a canal overlooking Sarasota Bay. The spacious floorplan allows the entire family to gather in one room, whether watching TV in the living room or having a snack in the kitchen. Enjoy your morning coffee on one of the numerous decks and catch a glimpse of a manatee floating by or tropical birds cascading through the sky. The luxurious master suite features a spacious sitting area with views of Sarasota Bay from the large king-size bed. The guest suite includes a kitchenette and sitting area – the perfect place to retire after spending a day exploring Longboat Key. Each bedroom of Jessmyth Estate includes a deck overlooking the bay, a TV, and a full-size bathroom for added privacy and relaxation. With four bedrooms, four bathrooms, two half baths and a den, Jessmyth Estate has everything you need for an upscale escape to paradise for the entire family! Beach access is located directly across the street, so you’re never far from the pristine beaches of Longboat Key. Free pickleball courts are located next door at "Bayfront Park" as well as kayak rentals. Accommodations: Four-bedrooms plus den, four full-bathrooms, two-half bathrooms Location: 578 Jessmyth Estate, Longboat Key Amenities: Boat Dock, Grill, Private Pool, Washer/Dryer, Kitchen, Decks Off Bedrooms, Wireless Internet, Beach Access, Guest Suite with Kitchenette, Full bathroom off each bedroom Bedding: Master: 1 King + 1 Twin Sleeper Sofa | Bedroom #2: 1 Queen | Bedroom #3: 1 Queen + 1 Twin Sleeper Sofa | Bedroom #4: 2 Full + 1 Queen Sleeper Sofa | Den: 1 Queen Sleeper Sofa View: Bay Views Minimum Night Requirements: Monthly Other: Additional electric and/or pool heat charges may apply; please call our local offices for details.

Beachwalk Hideaway

Longboat Key, FL, US
3 Bedrooms 7 Guests
Aug 19 - Sep 18
$335 night

Recently added to our Luxury Longboat Key Vacation Rentals - Please welcome Beachwalk Hideaway with Private Pool and Spa – Steps to Beach Access. Welcome to Beachwalk Hideaway, an elegant Longboat Key vacation rental tucked away on quiet Firehouse Court, offering the perfect blend of luxury, privacy, and island charm. This intimate coastal retreat is ideal for guests seeking a 30-day minimum stay on Longboat Key, where relaxed sophistication meets effortless beach living. Inside, the home is beautifully designed with coastal-inspired décor, natural textures, and abundant natural light that creates a calm, welcoming atmosphere. Spacious living and dining areas flow seamlessly into the outdoor space, making this home perfect for entertaining, unwinding, and embracing the indoor-outdoor lifestyle that defines Florida Gulf Coast living. Thoughtfully appointed bedrooms provide a peaceful sanctuary after sun-filled days on the island. Prime Location Near Longboat Key Beach and Bradenton Beach - This Longboat Key luxury rental is just a short walk to three nearby beach access points, all located within one block, ensuring easy access to powdery white sand and some of the best sunsets on the Gulf of Mexico. Guests also enjoy walkable access to top local dining, including Whitney’s, Shore, and Mar Vista, as well as nearby Bradenton Beach, home to the beach market, Bridge Street shopping, and vibrant waterfront restaurants. Private Outdoor Oasis with Pool & Spa – Step outside to discover an exceptional outdoor living space featuring a luxurious private pool and spa, surrounded by lush tropical landscaping. A private enclosed outdoor shower adds an extra touch of island living, perfect after a day at the beach or a dip in the pool. Whether you’re enjoying morning coffee on the patio, relaxing poolside, or unwinding in the spa under the stars, Beachwalk Hideaway offers a true island escape designed for relaxation and rejuvenation. Ideal for Monthly Stays on Longboat Key - Perfect for seasonal residents, snowbirds, or extended stays, this monthly Longboat Key rental offers comfort, privacy, and an unbeatable location. Every detail has been curated to support longer stays while maintaining the elegance and ease of a luxury vacation home. Property Details: Accommodations: 3 Bedrooms | 2.5 Bathrooms Bedding: 1 King | 2 Queen Beds | 1 Queen Sleeper Sofa Outdoor Features: Private Pool and Spa, Epansive Outdoor Living Space Address: 350 Firehouse Court, Longboat Key, FL 34228 Minimum Length of Stay: Varies - Contact Us For Details Location Highlights: Walk to beach access, Dining, Bradenton Beach and Bridge Street Complimentary electric car charger with Tesla charger 3-in-1 game table Elliptical machine Pets Allowed: Dogs only, Max Weight 40 lbs. Anything outside the scope, please call for consideration. Beachwalk Hideaway is more than a Longboat Key rental—it’s a refined coastal retreat where time slows down, stress fades away, and island living is experienced at its finest.

Casa Palmera - Hosted By SkyRun Anna Maria

Bradenton, FL, US
3 Bedrooms 8 Guests
Aug 23 - 26
$272 night

Top Reasons to Book: - Waterfront Canal Home Near Cortez Bridge - Private Pool/Spa (Additional Fee Applies) - Minutes to Anna Maria Island Beaches - Paddle boards Available for Guest Use - Boat Dock Access (Lift Not for Guest Use) - Pet Friendly (Additional Fee Applies) - Professionally Managed Welcome to Casa Palmera, a 3-bedroom, 2-bath waterfront home located in the Bradenton/Cortez area just next to the Cortez Bridge, offering quick access to Anna Maria Island. Enjoy a quiet residential setting with canal views, a private pool, and plenty of outdoor space for relaxing and unwinding. The home features an open floor plan with comfortable living spaces, Smart TVs in every room, and beautiful backyard pool and water views. The fully stocked kitchen has everything needed for home-cooked meals, and a washer and dryer are available in the garage for guest convenience. Outdoor amenities include a private pool/hot tub, beach chairs, umbrella, cooler, beach toys, paddle boards for guest use, and access to the boat dock (boat lift not available). Sleeping Arrangements & Baths: 3 Bedrooms / 2 Bathrooms - Primary Bedroom: King Bed + Ensuite Bath - Bedroom 2: King Bed - Bedroom 3: Queen Bed Located minutes from Anna Maria Island beaches, local restaurants, marinas, and shopping, Casa Palmera offers a relaxing waterfront escape close to everything the Gulf Coast has to offer. Important Notes: - Max 2 pets. $125 per pet. Request via guest portal after booking. - Pool/spa heat available Sept–April. $34/day. Request via guest portal after booking.

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.

Coral Shores

Bradenton, FL, US
3 Bedrooms 8 Guests
Aug 19 - 21
$307 night

Coral Shores by AMI Locals Welcome to Coral Shores! This beautifully updated three bedroom, two and a half bath canal-front home in Bradenton combines modern luxury with coastal charm. With a large private pool, hot tub, a putting green, and private dock, this vacation rental is perfect for families and friends seeking a Florida Gulf Coast getaway just minutes from Anna Maria Island’s white sandy beaches! Highlights -Canal front with private dock -4 miles to Anna Maria Island beaches -3 Bedrooms / 2.5 Bathrooms -2 King beds, Bunk with 2 Twins over 1 Full -Private pool with spa and sun shelf -Putting green -Multiple living areas and TVs -Near Ungarelli Preserve, Palma Sola Park, and shops -4 Parking Spaces Enjoy your own private oasis with a sparkling pool and spa, sun loungers, and a covered patio complete with dining table, TV, and plenty of seating. Test your short game on the putting green or relax on Adirondack chairs along the dock while casting a fishing line or watching boats cruise the canal. You’ll have easy access to Sarasota Bay for kayaking, paddleboarding, and water adventures. Inside, the open concept design is perfect for entertainment. The contemporary kitchen boasts stainless steel appliances, an expansive island with bar seating, and all the cookware you’ll need for home dining. The dining room table seats six, while the living room features a plush sectional and TV. Additional seating areas, including a bonus den with stunning canal views, ensure everyone has space to spread out and relax. The primary suite is a stylish retreat with a King bed, ensuite bathroom, double vanity, walk-in shower, and direct access to the backyard patio. A second King bedroom, including a TV, provides comfort for couples, while the third bedroom is kid-friendly with a unique bunk bed, built-in desk, and playful seating area. A shared hallway bathroom with double vanity and walk-in shower serves the guest rooms, and a half bath conveniently opens to the pool patio. Room Details -Primary Bedroom: King bed, patio access, ensuite bathroom with walk-in shower -Second Bedroom: King bed -Third Bedroom: 2 Twins over Full bunk beds -Bonus: Half bathroom with pool access Located in a quiet Bradenton neighborhood just minutes from Anna Maria Island. Explore Ungarelli Preserve or Palma Sola Park, enjoy dining at local waterfront restaurants, or spend your days fishing or lounging poolside. Book your stay at Coral Shores today with AMI Locals and create unforgettable Gulf Coast memories! - *Please note: The boat lift is for owner use only* 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. This property does not allows pets. 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
$456 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.

Casablanca

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Sep 21 - 24
$920 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. Welcome to Casablanca, a luxury coastal retreat perfectly positioned just steps from the powder-soft sands of world-famous Anna Maria Island, and only a short walk from one of the island’s most beloved commercial districts—Bridge Street! It truly doesn’t get more ideal than this when it comes to walkability. This stunning 7-bedroom, 6.5-bathroom home sleeps 16 guests comfortably and showcases breathtaking views of the Gulf, the beach, and the island’s waterways. Designed for sunrise-to-sunset enjoyment, the home blends spacious indoor living with standout outdoor amenities, including a heated pool and spa, a private backyard surrounded by lush tropical landscaping, a custom putt-putt green, multiple balconies with beach views, and an incredible rooftop deck offering sweeping views of both the Gulf and the bay. And while the photos are impressive, they only tell part of the story—you’ll have to experience Casablanca in person to truly appreciate just how special it is. Floor Plan Description (by level): Ground Level You’ll enter through a private main gate that leads directly to the pool patio and the foyer, where both an elevator and staircase offer access to all upper floors (excluding rooftop). This level provides parking for 3 cars outside, along with garage parking for another 3 as well as a refrigerator and an ice maker located in the garage. Outside, a beautifully landscaped backyard retreat surrounds the heated saltwater pool and spa. The covered patio is made for relaxing after a day at the beach and includes two smart TVs, a natural gas grill, hammock, outdoor shower and ample seating. A turf area for putt-putt golf and a designated corn hole lane add a playful touch to the space. You’ll also have access to a ping pong table, plus outdoor favorites like poolside basketball hoop and bocce ball—plenty of ways to unwind and enjoy time together. The First Level of Living (2nd Floor) This level was designed with connection in mind. The open-concept great room showcases direct Gulf views and flows beautifully from one space to the next. The chef’s kitchen features premium appliances, double ovens, and a large island with seating for 5. From here, the kitchen opens into the dining area, which seats 12, and then into the spacious living room. Large doors lead out to the front balcony, where two tables with seating for 6 create the perfect place for alfresco dining and sunset watching. A second balcony at the rear offers additional outdoor dining for 8 and stairs leading directly to the pool area.. Bedrooms 2 and 3 are also located here, each offering a king bed, en suite bathroom and balcony access. A laundry room, pantry and a dedicated work area complete this thoughtfully designed floor. The Second Level of Living (3rd Floor) This level includes 5 bedrooms total: Master Bedroom 1, 3 king bedrooms, and a bunk room. The layout is thoughtfully designed so every bedroom enjoys Gulf views or access to a Gulf-view balcony. Master Bedroom 1 feels like a true retreat, with a walk-in closet and a spa-style bathroom featuring a walk-in shower and freestanding soaking tub, along with calming Gulf views that make mornings especially peaceful. From the bedroom, you can step directly onto the front balcony, which is also accessible from the upper-level landing with seating and is a wonderful spot to enjoy the Gulf breeze. Bedroom 4 offers a king bed, Gulf views, and its own private bathroom with a walk-in shower. Bedrooms 5 and 6 both feature king beds and share a Jack-and-Jill bathroom with dual vanities and a walk-in shower, making them an easy and comfortable setup for families or friends traveling together, and both open to the rear balcony with comfortable seating and Gulf views. Bedroom 7 is a thoughtfully designed bunk room with one king bed and two twin beds, a smart TV, a Nintendo Switch gaming console, and a private bathroom with a tub/shower combo, and it also opens to the same rear balcony shared with Bedrooms 5 and 6—making it a favorite space for kids, teens, or additional guests. A second laundry room and stair access to the rooftop complete the setup of this floor. Rooftop Deck The rooftop terrace crowns Casablanca with sweeping 360-degree views of the Gulf of Mexico, Tampa Bay, and Sarasota Bay. This open-air space was built for unforgettable moments—sunrise coffee, sun loungers for soaking up the sun, sunset cocktails around a fireplace, stargazing, or one-of-a-kind dinner gatherings. The large table for 14 sets the stage for memorable meals, and with uninterrupted views from beach to bay, you’ll quickly discover why this rooftop is one of the most extraordinary vantage points on all of Anna Maria Island. https://youtu.be/IcsF17FkC8w 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 (except kitchen and living areas). Accessibility: in addition to the home’s elevator access to all levels (except rooftop), 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!

Golden Glow

Bradenton Beach, FL, US
5 Bedrooms 10 Guests
Aug 23 - 25
$791 night

Golden Glow by AMI Locals TPL26-000025, DWE5105519 Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop deck built for unforgettable sunsets. Just steps from the Gulf beaches and minutes from Bridge Street dining and shopping, Golden Glow delivers the perfect blend of location, luxury, and laid back island living. Highlights • New construction luxury home • Bayfront property with private dock • Rooftop deck with water views • 5 Bedrooms | 5 Bathrooms • 5 King beds • Steps to Bradenton Beach and Gulf access • Private dock with approximately 4 feet of water at low tide • Ping pong table and outdoor games • Beach chairs and beach cart • Pets allowed with host approval • 5 Parking spots • Washer and dryer Golden Glow was designed to impress from the ground up. The private dock offers direct bay access and can accommodate boats up to approximately 35 feet, making it ideal for guests looking to explore the surrounding waters. Outdoor living spaces invite you to relax and unwind, from the spacious rooftop deck with panoramic views to the ground level recreation area featuring ping pong and yard games. Whether you are starting your morning with coffee overlooking the bay or ending the day watching the sunset from above, every space enhances the island experience. Inside, Golden Glow features a bright and modern coastal design with clean lines, natural light, and upscale finishes throughout. The open concept living area offers comfortable seating and large windows that frame the water views, creating a welcoming space for gathering after a day at the beach. The chef inspired kitchen is beautifully appointed with high end appliances, generous counter space, and a large island perfect for casual meals or entertaining. Adjacent dining areas provide ample seating for group dinners and celebrations. Each bedroom at Golden Glow is designed as a private retreat, featuring a king-sized bed, ample closet space, and a dedicated ensuite bathroom. The primary suite stands out with serene water views and a spa like bathroom complete with a standalone soaking tub and a walk-in shower. The remaining guest bedrooms each include ensuite bathrooms with walk-in showers, ensuring comfort and privacy for every guest. Room Details • Primary Bedroom: King bed, ensuite bathroom with walk-in shower and standalone soaking tub • 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 Golden Glow includes a washer and dryer, beach chairs, and a beach cart for easy trips to the shore. Located on 11th Street South in Bradenton Beach, the home is just a short walk to the Gulf beaches and minutes from Bridge Street, where guests can enjoy local restaurants, shopping, and island entertainment. This prime location makes it easy to explore Anna Maria Island while still enjoying a peaceful waterfront setting. Golden Glow by AMI Locals is a rare opportunity to experience brand new luxury on the water in Bradenton Beach. With its private dock, rooftop views, spacious ensuite bedrooms, and unbeatable location near the beach and Bridge Street, this home is designed for unforgettable coastal getaways. Secure your dates today and start counting down to your Anna Maria Island escape. - 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. 5 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.

Villa Rayo Del Sol

Bradenton Beach, FL, US
5 Bedrooms 13 Guests
Aug 22 - 27
$920 night

Villa Rayo Del Sol by AMI Locals TPL23-000074, DWE5105909 Welcome to Villa Rayo Del Sol by AMI Locals, a five bedroom, five and a half bath luxury coastal retreat located right across the street from the beach in beautiful Bradenton Beach on Anna Maria Island. This three-level getaway blends sleek, modern design with relaxed island charm, featuring a private pool and hot tub, rooftop deck with Gulf and Bay views, and Sonos sound system throughout. Perfect for families and groups seeking both comfort and fun, Villa Rayo Del Sol delivers an unforgettable Anna Maria Island vacation experience just steps from the sand and close to Bridge Street’s shopping and dining. Highlights • Right across the street from the beach • 5 bedrooms | 5.5 bathrooms • 4 Kings | 1 Twin-over-Twin bunk | 1 Twin-over-Queen bunk • Private pool with in-ground spa and built-in seating • Rooftop deck with panoramic views • Ping pong table • Outdoor covered lounge with plush seating • Washer and dryer • 4 parking spaces • BBQ Grill • Exclusive amenities: rooftop deck, spa-style primary suite, beachside location Your tropical paradise awaits just beyond the front door. The private backyard oasis offers a heated pool with built-in seating, a hot tub, and a shaded outdoor lounge area perfect for cooling off or entertaining. Fire up the BBQ grill for casual island cookouts, enjoy friendly competition with a round of ping pong in the garage, and then head up the spiral staircase to the rooftop deck to watch the sun melt into the Gulf horizon. Step inside to discover an airy open concept living area framed by tall windows and coastal blue accents. The great room features plush sofas and a large TV, ideal for relaxing after a day on the beach. The fully equipped kitchen is a chef’s dream with stainless steel appliances, a spacious island with bar seating, and all the essentials for preparing delicious meals. Enjoy dinners at the elegant dining table, then let the music flow through the home’s Sonos sound system as you unwind with family and friends. Each of the five bedrooms at Villa Rayo Del Sol was designed with comfort and privacy in mind. The primary suite features a king bed, private deck with beach views, and a spa-style bathroom with dual vanities, enclosed shower, and a soaking tub. Three additional king bedrooms offer ensuite bathrooms with walk-in showers and vibrant island decor, while the fifth bedroom is ideal for younger guests, featuring two bunk beds and its own ensuite bathroom. A half bath and laundry room add convenience to your stay. Room Details • Primary Bedroom: King bed, ensuite bathroom with enclosed shower and soaking tub, private balcony with beach views • 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: One Twin-over-Twin bunk and one Twin-over-Queen bunk, ensuite bathroom with walk-in shower Located in the heart of Bradenton Beach, this home offers direct access to the Anna Maria Island trolley, which stops just down the street. Explore Bridge Street’s boutiques and restaurants, take a sunset cruise, or book a kayaking tour to experience the island from a new perspective. Guests will also enjoy easy access to nearby parks and family-friendly attractions, making Villa Rayo Del Sol the perfect balance of luxury and adventure. With its prime beachside location, rooftop views, and resort-style amenities, Villa Rayo Del Sol by AMI Locals is your ticket to the ultimate Anna Maria Island getaway. Whether you’re relaxing in the hot tub, watching sunsets from the rooftop, or building sandcastles across the street, this home is made for memory-making and coastal comfort. Book your stay today and experience Villa Rayo Del Sol, where modern luxury meets classic island charm! - No pets are allowed in this home. *No one under 18 is allowed on the rooftop deck unless accompanied by an adult *Please note: 4 cars maximum can park at this home. Only 1 car can be parked inside the garage. 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.

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.

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

Bradenton Beach, FL, US
6 Bedrooms 16 Guests
Aug 23 - 26
$720 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.

Sunkissed Shores

Bradenton Beach, FL, US
7 Bedrooms 16 Guests
Sep 5 - 7
$1,568 night

Sunkissed Shores TPL25-000086, DWE5105519 Welcome to Sunkissed Shores, a newly built luxury vacation home offering seven spacious bedrooms and six bathrooms, ideal for large families or friend getaways. Located just across the street from the white-sand beach, this stunning retreat features breathtaking views, a private pool and spa, and a rooftop deck where you can scent sunrises, sunsets, and ocean breezes on Anna Maria Island! Highlights • 1-Minute Walk to Cortez Beach • 7 Bedrooms / 6 Bathrooms • 6 King beds, 1 Full/Full bunk bed • Rooftop Deck with Gulf Views • Private Heated Pool and Spa • 4 Parking Spaces • Beach Chairs and Cart • Smart TVs in Each Room • Washer and Dryer • Near Shops, Dining, and Free Trolley Stop Sun-kissed Shores boasts a stunning rooftop deck, providing panoramic views of the beach, ideal for watching awe inspiring sunrises and sunsets. The lush, tropical backyard oasis invites you to unwind in a private heated pool and spa, with shaded lounge areas perfect for both entertaining guests and enjoying tranquil afternoon naps. The outdoor grill and dining space offer ample room for savoring delicious, freshly cooked meals while relaxing in style and company. Step into a coastal haven designed with comfort and style in mind. The elegant living room features plush seating, coastal decor, and ample space for relaxation and connection after days by the water. The gourmet kitchen is a chef’s dream, equipped with appliances, cookware, and an island with bar seating. A formal dining table allows the whole group to gather for meals or game nights. The primary bedroom features a king bed, an ensuite bathroom with a standalone tub and shower. There are five king guest rooms and the seventh bedroom is perfect for kids, featuring a full over full bunk bed and a bathroom with a shower-tub combination. Each room at Sunkissed Shores boasts an ensuite bathroom while most of the rooms have beautiful beach views and private balconies, ensuring a relaxing retreat. Room Details • Primary Bedroom: King bed, ensuite bathroom with standalone tub and 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, ensuite bathroom with walk-in shower • Sixth Bedroom: King bed, ensuite bathroom with walk-in shower • Seventh Bedroom: Full-over-Full bunk bed, ensuite bathroom with shower/tub combo Sunkissed Shores offers complimentary beach gear including a cart and chairs, TVs throughout the home, and Wi-Fi for work or play. For your convenience, the property includes a washer and dryer, private balconies in most rooms, and pet-friendly accommodation upon approval. Located in vibrant Bradenton Beach, you’re steps from local restaurants, bars, and the free AMI trolley. Book your stay at Sunkissed Shores today and elevate your island experience with luxurious amenities, beachside charm, and the best views on Anna Maria Island! - This home is managed by AMI Locals, an Anna Maria Island property management company. This property does not allow pets of any kind. 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.

Beach to Bay

Bradenton Beach, FL, US
6 Bedrooms 18 Guests
Sep 7 - 10
$889 night

Beach to Bay by AMI Locals VPL22-000064, DWE5105473 Get ready to indulge in the ultimate luxury vacation at Beach to Bay, a stunning three-level waterfront home in Bradenton Beach! This spacious bayfront estate features a private dock, a brand-new infinity pool with an in-ground spa and waterslide, and a sunny rooftop deck with panoramic views. Boasting six bedrooms and five and a half modern bathrooms, this home is perfect for families or groups seeking relaxation, water adventures, and breathtaking scenery. Located just a 2-minute walk from the beach with nearby shops, waterfront restaurants, and the local boat rentals, Beach to Bay is your perfect island escape! Highlights • 1-minute/ 4 house walk to Bradenton Beach • Private dock  • 6 Bedrooms + 2 sleeper sofas / 5.5 Bath • 5 King beds, 1 full/ full bunk, 2 queen sleeper sofas • Pool with in-ground spa and waterslide  • Rooftop deck • Outdoor lounge and dining area • Pet friendly with host approval • Close proximity to boat rentals, kayaking, paddle boarding, and water adventures  • 3 Parking Spaces Enjoy outdoor luxury with a private oasis including a spectacular infinity pool, spa, waterslide, and a waterside lounge and dining area, ideal for relaxing or hosting island inspired dinners. The private dock allows for boat mooring or watercraft rentals, and the rooftop deck offers panoramic views perfect for sunset cocktails. Explore the bay on kayaks or boats rented locally or spend your days lounging on the nearby beaches or exploring shops and waterfront dining. Inside, the home offers an open flow layout with natural light and scenic water views. The main living space features plush seating, a large TV, and a fully equipped kitchen with a six-burner stove, ample cookware, and a breakfast bar connecting to the dining area with a table for eight. Large sliding doors open to the sunny balcony and the backyard, blending indoor comfort with outdoor paradise. Retreat to the primary suite on the third floor, where a king bed, balcony, and an ensuite bathroom with a walk-in shower and elegant details create a luxurious sanctuary. The second, third, and fourth bedrooms all feature king beds and ensuite bathrooms with walk-in showers, offering privacy and comfort. The fifth bedroom has a king bed, while the sixth bedroom is a fun nautical-themed room with a full-over-full bunk bed and an ensuite bathroom. The second living area, with two queen sleeper sofas, provides additional space and entertainment for everyone. Room Details • Primary Bedroom (3rd floor): King bed, ensuite bathroom  • Second Bedroom (3rd floor): King bed, ensuite bathroom  • Third Bedroom (3rd floor): King bed, ensuite bathroom  • Fourth Bedroom (2nd floor): King bed  • Fifth Bedroom (2nd floor): King bed  • Sixth Bedroom (2nd floor): Full-over-full bunk, ensuite bathroom  • Living Area (3rd floor): Two Queen sleeper sofas Book Beach to Bay today and enjoy a luxurious, water view vacation in Bradenton Beach. With breathtaking water vistas, outdoor amenities, and a prime location near the beaches, shops, and water adventures, this estate offers everything you need for an unforgettable island escape. Reserve your dates now and start creating lifelong memories! - 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. 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. 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 19 - 21
$791 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.

Coastal Horizons

Bradenton Beach, FL, US
6 Bedrooms 12 Guests
Sep 5 - 8
$799 night

Coastal Horizons by Anna Maria Vacations Home in Bradenton Beach, FL TPL18-000052 / DWE5105831 Welcome to Coastal Horizons by Anna Maria Vacations, a six bedroom, four bath elevated retreat in the heart of Bradenton Beach. Just a one-minute walk to the soft white sands of Anna Maria Island and steps from the calm Bay waters, this home combines coastal comfort with modern amenities. Ideal for families and larger groups; guests can enjoy a private heated pool and spa, a spacious outdoor bar, and easy access to Bridge Street’s local restaurants and shops. Here, every day feels like a true island escape. Highlights • 1-minute walk to the beach • 6 Bedrooms / 4 Bathrooms • 5 King beds, 2 Twin beds • Private pool and spa • Outdoor bar and covered lanai • Xbox 360 for family fun • Dog friendly (with approval and additional fee) • Beach chairs and wagon included • Washer and dryer • 4 parking spaces Spend your days soaking up the sun at your private heated pool and spa, surrounded by tropical landscaping. The covered lanai offers shade and plenty of lounge seating, while the outdoor bar sets the perfect backdrop for sunset cocktails or casual meals after a day at the beach. Enjoy grilling out on the BBQ grill and savoring dinner at the outdoor dining table on the balcony overlooking the pool. Whether you’re relaxing with family or entertaining friends, this inviting outdoor space brings everyone together for easy island living. Inside, Coastal Horizons welcomes you with bright, open interiors and a coastal design. The living room features plush sofas, a large TV, and large windows that let in natural light. The fully equipped kitchen includes granite countertops, stainless steel appliances, and a convenient breakfast bar. Gather for shared meals at the formal dining table, where conversations flow as easily as the sea breeze drifting through the sliding doors. Each bedroom is thoughtfully designed to ensure a restful stay. The primary suite offers a luxurious king bed and a private ensuite bathroom with a walk-in shower. The second bedroom also features a king bed and ensuite bath, ideal for multi-family stays. Additional bedrooms provide comfortable king beds and twin beds, making it easy to accommodate everyone. Each bathroom is modern and well-appointed, featuring granite counters and walk-in showers. 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, shared hallway bath • Fourth Bedroom: Two Twin beds, shared hallway bath • Fifth Bedroom: King bed • Sixth Bedroom: King bed Perfectly located, this Bradenton Beach vacation home makes it easy to explore the island. Walk to Bridge Street for local boutiques, ice cream shops, and restaurants, or hop on the island trolley to discover Holmes Beach and Anna Maria City. Spend your days swimming, shelling, or joining a dolphin cruise before returning home to unwind in your private spa under the stars. Coastal Horizons by Anna Maria Vacations blends island charm with all the comforts of home; ideal for families, friends, and anyone seeking a relaxing getaway near the Gulf. With its unbeatable location, private pool, and inviting spaces, this home promises lasting memories on beautiful Anna Maria Island. Book your stay today and start your next beach adventure with Anna Maria Vacations! - This home is managed by Anna Maria Vacations, 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 Anna Maria Vacations 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 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.

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.

Dancing Dolphin Villa

Bradenton, FL, US
3 Bedrooms 8 Guests
Aug 23 - 26
$183 night

SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 Master bedroom – One King bed and en-suite bathroom Second bedroom – One Queen bed Third Bedroom - One Queen bed Living Room- One Queen pull out sofa bed **************************************************************************************************************************************** AMENITIES *One small well-behaved dog would be CONSIDERED with a paid pet fee of $200.00 plus tax. Check with the property manager for approval before booking. NO DOGS IN POOL/ NO CATS Ample driveway parking (Garage is for storage only) Outdoor private pool with spillover seating area type spa (SPA IS ONLY WARM WHEN POOL HEAT IS ADDED TO RESERVATION AS THIS IS A SPILLOVER SPA. SPILLOVER SPA’S DO NOT HEAT AS HIGH AS HOT TUBS AND ARE MORE OF A SITTING SPACE IN POOL) Heating is available in cooler months (November - April) for a charge of 35.00 a day, reserve with the property manager before arrival. Screened Lanai with outdoor table and seating areas Propane grill for outdoor cooking. Close to Anna Maria Island, Bradenton, Coquina, and Holmes Beaches- All within 15-20 minutes 5 minutes to GT Bray Park Spacious living room with extra-large flat panel TV Beach chairs, umbrella and cooler are available Fully stocked modern kitchen which is open to the living room Full-size washer and dryer WIFI/Cable included * NO Smoking/Vaping inside the home * No Trailer, RV, or Boat Parking 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps Professionally cleaned and sanitized per CDC guidelines between each guest stay. ** PLEASE NOTE- For extended stays of 60 days or more we require a mid-stay clean be done by our cleaners. A member of our team will reach out upon your booking to coordinate the fee and scheduling. ********************************************************************* Welcome to Dancing Dolphin home, where every detail has been thoughtfully designed to transport you to the ultimate sunshine beach vacation. Step outside and you’ll find a beautiful pool and hot tub surrounded by a lush outdoor living area, perfect for soaking up the sun and enjoying a refreshing dip. Choose from the many poolside lounging options, from table and chairs to enjoy an outdoor meal, to an intimate sitting area for a cocktail or coffee and conversation, or a lounger to spend some time with a good book. PLEASE NOTE THIS IS A SPILLOVER SPA AND IS NOT HEATED UNLESS POOL HEAT IS ADDED TO RESERVATION. IT IS MORE JUST AN EXTENSION OF THE POOL. DURING COOL MONTHS. IT CAN NOT HEAT SELF CONTAINED. Heating is available in cooler months (November - April) for a charge of 35.00 a day, reserve with the property manager before arrival. The inside of the home is decorated with a sunny Florida vibe in mind, with bright colors, beachy accents, and plenty of natural light flooding in. The living spaces are inviting and spacious, perfect for relaxing with friends and family after a day of fun in the sun. This Master Bedroom suite with King Bed and en-suite walk-in shower bathroom is a spectacular retreat. Equally impressive are the two Queen Guest Rooms and Guest bathroom with door access to the pool deck. Each bedroom is a cozy retreat, with plush bedding and decor that will make you feel like you’re staying in a luxury beach resort. The kitchen is fully equipped with everything you need to whip up a delicious meal, and the dining area is perfect for enjoying a game night or leisurely dinner with loved ones. The kitchen island also provides a great spot for small bites and conversation with the cook. Take advantage of the living area with extra-large screen TV and comfy furniture for a ready-made movie night. The living area couch also pulls out to a Queen bed should you need to host an overnight guest. *One small well-behaved dog would be CONSIDERED with a paid pet fee of $200.00 plus tax. Check with the property manager for approval before booking. NO DOGS IN POOL/ NO CATS Good To Know: Our home is professionally cleaned and inspected before each stay, as a well-maintained Florida property. You may notice minor cosmetic wear or natural outdoor weathering ( common in humid environments ), which does not affect cleanliness or comfort. If anything needs attention during your stay, just let us know- we’re happy to help. Whether you’re taking advantage of the homes 15–20-minute proximity to all the area beaches, lounging by the pool, soaking in the hot tub, or simply enjoying the sunshine from the comfort of your own private oasis, this property is the perfect place to unwind and make lasting memories. License: STR25-00077

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.

Ocean Breeze (AMIL)

Bradenton Beach, FL, US
7 Bedrooms 15 Guests
Aug 22 - 24
$807 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.

Royal Blue Dreams flexible rental near Anna Maria Island

Bradenton, FL, US
3 Bedrooms 9 Guests
Aug 19 - 22
$435 night

Welcome to your ideal Florida vacation retreat in Bradenton, near the enchanting Anna Maria Island! This meticulously updated, three-bedroom fully-furnished home offers a spacious open-concept design to ensure your utmost comfort during your stay. Immerse yourself in the beauty of Bradenton, just minutes away from the renowned Cortez Fishing Village and the pristine white sandy beaches of Anna Maria Island. This delightful three-bedroom rental home boasts modern amenities, including a dock that accommodates up to a 26-foot boat, providing the perfect setting to enjoy your morning coffee while observing playful dolphins or gentle manatees in the nearby waters. With sleeping space for up to 9 guests, including a charming bunk room with full-size beds and a trundle, this home is perfect for families or groups seeking a relaxing getaway. Indulge in the luxury of the heated pool or unwind in the 4-person spa/hot tub. The primary suite offers a king bed, oversized closet, and a rain head shower with picturesque views of the pool and back dock. The second bedroom features a queen bed and a dedicated workspace, while the third bedroom is a delightful bunk room with full-size beds and a twin trundle. The well-equipped kitchen boasts new appliances, dishes, and cookware, complemented by stunning water views. Granite countertops and a spacious breakfast bar provide ample seating for everyone. Stay connected with wireless internet and enjoy multiple workspace options throughout the house. Perfectly situated for fishing and boating enthusiasts, this home provides access to Palma Sola Bay from the canal and onwards to the Gulf of Mexico. A floating dock makes launching kayaks, paddleboards, or jet skis a breeze. Boaters are welcome, with 3 public boat ramps within a few miles and ample space to store water toys and trailers. For IMG Academy families, the location is unbeatable, just a five-minute drive from both the IMG Academy Campus and the captivating beaches of Anna Maria Island. Don’t miss the chance to book your perfect vacation at Royal Blue Dreams—your gateway to a Bradenton paradise near Anna Maria Island! This property is managed by Mainsail Vacation Rentals. We pride ourselves in providing the highest level of service to our guests and owners. We do not accept reservations from anyone under 21 years of age. Please review the Rental Agreement for full details on our polices. 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.

Vacation Rentals in Longboat Key by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Longboat Key

Saved Home Image
Sign in or join now to view and save the homes you love