Large group vacation rentals in Holmes Beach, FL

Explore 787 large group vacation rentals, homes, and villas in Holmes Beach, FL for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Free Parking and Homes with Pools. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $53 per night and homes offering up to 10 bedrooms and 11 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

787 Great for Groups in Holmes Beach

Lil’ Nauti

Holmes Beach, FL, US
1 Bedrooms 4 Guests
Aug 24 - 26
$414 night

Nostalgic, eclectic, and built to recharge. Lil’ Nauti is a one-bedroom one-bathroom pet-friendly vacation rental on Anna Maria Island. Formerly the Aquarius Motel and then Anna Maria Island Beach resort, Mello on the Beach is located directly on Manatee Beach and the Gulf of Mexico. This vibrant condo includes a colorful kitchenette, terrace access and private patios for serious mello-ing out. Rooms are perfectly appointed with fully equipped kitchens, full-size washers and dryers, clothes steamers, and even pet accessories! Guests are provided with an amenity starter kit that includes shampoo, conditioner, and body wash. Additional items provided include dishwasher pods, laundry soap, and k-cup coffee service. Mello on the Beach has everything you need to enjoy a truly relaxing vacation. All rentals are equipped with pool and beach towels, beach chairs, beach umbrellas, personal coolers, and much more! Take a dip in our refreshing pool which includes use of lounge chairs, umbrellas, as well as bathroom and shower facilities. After your long day soaking up the sun, fun awaits the whole family on the activity lawn. Take in a game of cornhole, ladderball, or just sit back and relax by the firepit. Want to explore all Anna Maria Island has to offer? Mello on the Beach has all your transportation needs covered. Take a short stroll across the street to enjoy breakfast at the Holmes Beach Café where locals come to experience some of the best pancakes Manatee County has to offer. Come for breakfast but stay for lunch, shopping, or a rum cocktail at their popular tiki bar. Just a hop in the other direction is another local favorite; Skinny’s offering the best burgers in the area. Looking to venture a little further? Mello on the beach offers on-site bike access for all our guests. These bicycles are one of the best ways to explore the beautiful and vibrant Anna Maria Island. And if biking isn’t your thing, just hop on the Anna Maria Island free trolley which runs 7 days a week from historic Bean Point to the south end of Coquina Beach. places to stay on anna maria island anna maria island rentals anna maria island accommodations anna maria island motels

Paradise Beach House

Holmes Beach, FL, US
6 Bedrooms 12 Guests
Aug 24 - 31
$867 night

403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Stunning 6 bed 6.5 bath ~ Spectacular Pool & Spa ~ Walk to the beach and shops Paradise Beach House ~ Enjoy this 6 bedrooms, 6.5 bathrooms beach home that sleeps up to 14 and is just a short walk to the famous Anna Maria Island beach. Paradise Beach House has all the style and deluxe amenities you could hope for. The home offers high-end kitchen with stainless steel appliances, granite counters and an island that seats four, which is a perfect location for catching up with family and friends as you create the perfect meal. The kitchen opens up to the dining area and the living room so everyone can be close by. There are three elegant king master bedrooms, a queen bedroom and one room with two twin beds. All the bedrooms have en suite bathrooms! The den offers a bunk bed with a trundle, a favorite with the younger kids. It is the perfect room for the kids to have their own space to play games or watch their own TV. Enjoy living in style with the beautiful high-end decor’ and top of the line finishes. The home has 8 TVs, speakers throughout the home that can be controlled by the Sonos app including around the pool and outdoor area. The backyard is a secluded oasis with a wonderful lounge area with where you can soak up the sun or just curl up on with a good book. Cool off in the spectacular pool by day and relax in the hot tub at night. There’s two large outdoor tables for plenty of room for family and friends to enjoy outdoor grilling by the pool. There’s beach chairs, a beach umbrella, beach toys and a beach trolley to make the short stroll to the beach even easier. Plus there’s an outdoor shower making it easy to rinse off after coming back from the beach before getting into the pool. Situated right in the center of Anna Maria Island, it’s a great location for exploring the island by bike or on the free island trolley that stops close by. The shops and restaurants in the City of Anna Maria are a five minute drive to the north end, while quaint Bridge Street and its pier are just a little further to the south. More locally, Holmes Beach offers a choice of sixteen restaurants, a marina and the main shopping center on the island (Publix supermarket, drug stores, beach accessories etc. are all a few minutes’ walk away). The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the warm Gulf waters. Very close to the public beach with restaurants and shops to explore. This property has a maximum of 4 parking spaces. If you have any questions, would like additional information or interested in Take the free trolley to Bean Point, or down to historic Bridge Street. Eat at restaurants like Beach Bistro, Chateau Anna Maria, grab burger’s at Skinny’s, or watch the sunset at the Sandbar. Go parasailing, take a sunset cruise or paddleboard on the crystal clear blue waters in the Gulf of Mexico. ​​​​​​​We might be only 7 miles long but Anna Maria has everything you could possibly need for your perfect beach vacation. Traveling with a little one? All our homes come with pack & plays and highchairs. Need more? There are several great rental places that have everything from baby gates to golfcarts, and they will drop them right off at your vacation property for you. No need to pack beach towels we provide those for you. Remember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch and dinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyways. No need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on the island you can grab any sunscreen, hair product anything needed, why haul it all with you? "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"

Anna Maria Island Duplex: Pool, Kitchen, Sun Deck

Holmes Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 31
$364 night

Escape to your Anna Maria Island getaway in this stylish duplex featuring 2 bedrooms, 2 bathrooms, a fully equipped kitchen, shared pool, and private sundeck. Perfect for families or friends seeking relaxation and adventure, it comfortably sleeps up to six guests with a queen bed in the primary, two twins in the guest room, and a queen sleeper sofa in the living room. An identical unit next door is also available for larger groups wanting to stay close while enjoying private space. -- THE PROPERTY -- Inside, you'll find comfort and convenience at every turn. The main bedroom features a queen bed, while the second bedroom offers two twin beds. In the living room, a queen sleeper sofa provides additional sleeping space. Modern amenities abound in this Gulf Coast escape. A fully equipped designer kitchen with granite countertops, dishwasher, and microwave awaits your culinary creations. Step outside to the spacious private sun deck with a dining table, chaise loungers, and stunning Gulf views. Entertainment options include a large flat-screen TV in the living room, as well as both bedrooms, all equipped with high-speed WiFi and expanded cable. Boat parking is also available with this home (for a fee of $50/week). Experience the perfect island getaway with extra perks designed for your comfort and relaxation. Enjoy central A/C and a sparkling community pool, ideal for unwinding after a day of adventure. The community also features a shared laundry room and a gas grill for memorable cookouts -- THE LOCATION -- Located in Castnetter Beach Resort, directly across from the 7-acre Manatee Public Beach and the iconic Skinny’s Place, this location puts you right in the heart of island life. Step outside and discover the historic West Coast Surf Shop, local dining favorites, unique boutiques, and Publix for everyday convenience. With the free island trolley just steps away, you’ll enjoy effortless access to everything Anna Maria Island has to offer. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - There are other bookable vacation rentals on-site - This is a duplex; the pool and laundry room (2 washers, 2 dryers) are shared between the units - Jet skis/boats can be parked at the property for an additional $50 fee a week. If you would like to bring a boat or jet skis, please reach out to the Guest Contact Licence number: CND5105499;VRC20-000255;20395

Steps to Manatee Beach, Pool, and Private Sun Deck

Holmes Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 31
$302 night

Relax and unwind in this beautiful 2-bedroom, 2-bath duplex featuring a fully equipped kitchen, private sun deck, shared pool, and on-site laundry. Comfortably sleeps up to 6 guests with a queen bed in the primary bedroom, two twin beds in the guest room, and a queen sleeper sofa in the living room. Both units are available to rent, making it perfect for families or groups traveling together who want both connection and privacy. This is the perfect retreat for a relaxing island escape. -- THE PROPERTY -- Inside, you'll find comfort and convenience at every turn. The main bedroom features a queen bed, while the second bedroom offers two twin beds. In the living room, a queen sleeper sofa provides additional sleeping space. Modern amenities abound in this Gulf Coast escape. A fully equipped designer kitchen with granite countertops, dishwasher, and microwave awaits your culinary creations. Step outside to the spacious private sun deck with a dining table, chaise loungers, and stunning Gulf views. Entertainment options include a large flat-screen TV in the living room, as well as both bedrooms, all of which are equipped with high-speed WiFi and expanded cable. Boat parking is also available with this home. Experience the perfect island getaway with extra perks designed for your comfort and relaxation. Enjoy central A/C and a sparkling community pool, ideal for unwinding after a day of adventure. The community also features convenient washer/dryers and a gas grill for memorable cookouts. -- THE LOCATION -- Located directly across the street from the 7-acre Manatee Public Beach and iconic Skinny’s Place, you’ll be at the heart of island life. Step outside and explore the historic West Coast Surf Shop, charming local dining, unique boutiques, and Publix for added convenience. Hop on the free island trolley for effortless access to everything Anna Maria Island has to offer. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - There are other bookable vacation rentals on-site - This is a duplex; the pool and laundry room (2 washers, 2 dryers) are shared between the units - Jet skis/boats can be parked at the property for an additional $50 fee a week. If you would like to bring a boat or jet skis, please reach out to the Guest Contact Licence number: CND5105499;VRC20-000235

Pool Access, Walk to Manatee Beach: Coastal Condo

Holmes Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 31
$181 night

3rd-Floor Unit | Central A/C | Screened-In Porch w/ Bay View Leave your worries behind and bring your flip flops and swimsuit to this 2-bedroom, 2-bath vacation rental in Holmes Beach! Soak up the sun at Anna Maria Public Beach — just a half mile from the property — or stay in the complex and lounge at the community pool. No matter what you choose to do, you’re bound to experience pure relaxation at this ideally located condo! -- THE PROPERTY -- CND510579 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Living Room: 1 sleeper sofa INDOOR LIVING - Smart TV (living room) - Flat-screen TVs w/ cable (bedrooms) - Bright beach decor - 4-person breakfast bar, pass-through window OUTDOOR LIVING - Screened-in porch, bay view - Community pool access KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics - Drip coffee maker GENERAL - Laundry machines - Central A/C & heating, ceiling fans - Linens/towels, complimentary toiletries - Free WiFi ACCESSIBILITY - Single-story condo on 3rd floor - Exterior stairs required PARKING - Garage (1 vehicle) -- THE LOCATION -- - 0.6 miles to Anna Maria Public Beach & Manatee Public Beach - 4 miles to Pine Avenue - 55 miles to Tampa - 15 miles to Sarasota-Bradenton International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo on the 3rd floor requires exterior stairs to enter Licence number: CND5105792

Walk to Beach: Home w/ Porch on Anna Maria Island!

Holmes Beach, FL, US
2 Bedrooms 6 Guests
Aug 24 - 31
$198 night

Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Maria Island! This tastefully furnished residence offers a modern interior, a full kitchen, a private screened-in porch, as well as access to a heated community pool for soaking up the sun! Whether you're in Holmes Beach to tan on the Gulf of Mexico, fish in the bay, or explore one of the many quaint towns along the coast, this updated condo is the perfect Florida home base! -- THE PROPERTY -- STR # CND5105378 | Central A/C | Community Pool | 7-Day Minimum Stay | Keyless Entry Ideal for coastal family getaways and beach enthusiasts alike, this modern Holmes Beach condo offers all the essentials and a prime location to enjoy the Gulf of Mexico! Bedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Living Room: Sleeper Sofa STEP OUTSIDE: Screened-in porch w/ patio furniture, lighting & privacy, community pool access INTERIOR LIVING: Recently updated modern interior, dining table, 2 cable TVs w/ Roku (1 in Bedroom 1), beach-themed furnishings, storage w/ beach chairs, umbrellas & beach cart KITCHEN: Fully equipped, granite countertops, cooking basics, Keurig coffee maker, drip coffee maker, tea kettle, toaster GENERAL: Free WiFi, central A/C, washer/dryer, linens & towels, free WiFi FAQ: Stairs required for access, 7-day minimum stay, 1 exterior security camera (facing out) PARKING: Carport (2 vehicles), guest parking (first-come, first-served) -- THE LOCATION -- SOAK UP THE SUN: Manatee Public Beach (0.5 miles), Anna Maria Public Beach (0.6 miles), Coquina Beach (3.6 miles), Bayfront Park (3.9 miles), Bean Point Beach (4.2 miles), Longboat Key Beach (4.6 miles), Lido Key Beach (16.1 miles), Siesta Key Beach (24.9 miles) GOLF THE DAY AWAY: Timber Creek Golf Course (7.1 miles), Pinebrook Ironwood Golf Course (8.8 miles), Manatee County Golf Course (8.9 miles), IMG Academy Golf Club (10.6 miles), River Run Golf Links (12.5 miles), Longboat Key Golf Club (14.1 miles), The Highlands Golf Course (23.2 miles) LOCAL ATTRACTIONS: Anna Maria Island Historical Society (3.5 miles), The John and Mable Ringling Museum of Art (15.7 miles), Sarasota Jungle Gardens (17.1 miles), Siesta Key Drum Circle (25.4 miles), Alligator & Wildlife Discovery Center (38.6 miles), The Florida Aquarium (54.3 miles), Busch Gardens Tampa Bay (59.7 miles) EXPLORE NATURE: Neal Preserve (1.7 miles), Perico Preserve (2.1 miles), Robinson Preserve (3.2 miles), Leffis Key Preserve (3.4 miles), Robinson Preserve (7.5 miles), Emerson Point Preserve (14.3 miles) AIRPORTS: Sarasota-Bradenton International Airport (16.0 miles), St. Pete–Clearwater International Airport (44.1 miles), Tampa International Airport (52.3 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: The property has a 7-day minimum stay - NOTE: Electric cars/golf carts are not allowed to be charged on premises - NOTE: Your safety matters. This property features 1 exterior security camera above the front door facing the stairwell. The camera is outward facing and does not look into any interior spaces. The camera records video when motion is detected by the device. It will record when it first senses motion and 5 seconds after the last motion is detected Licence number: CND5105378

Holmes Beach - Pool - Minutes to Beach - Sleeps 8

Holmes Beach, FL, US
4 Bedrooms 8 Guests
Aug 24 - 31
$690 night

Experience the best of Holmes Beach in this well-appointed 4-bedroom home, offering comfort, convenience, and everything you need for an unforgettable Florida vacation. • Minutes away from the beach! • Heated Private Pool • Outdoor Patio/Dining • BBQ Grill • Board Games • Fully Stocked Kitchen • Drip Coffee Maker • TVs in each bedroom • Private Balcony • Family/Kid Friendly • Washer & Dryer • Ample Parking • High Speed WIFI VRC 16-000759 Welcome to your slice of paradise in Holmes Beach — where laid-back island vibes meet comfort and style! This beautiful 4-bedroom, 4-bathroom coastal retreat comfortably accommodates up to 8 guests, making it perfect for family vacations, couples’ getaways, or a relaxing trip with friends. Designed for both privacy and togetherness, each bedroom offers its own bathroom — no sharing required — so everyone can unwind in comfort after a sun-soaked day. Located just moments from the beach, you’ll have easy access to sugar-white sands, turquoise waters, and breathtaking Gulf sunsets. Whether you’re here for beach days, boating adventures, local dining, or simply slowing down and reconnecting, this Holmes Beach getaway offers the perfect home base for making unforgettable coastal memories. To make exploring even more fun, guests can enjoy a kayak for water adventures and a bike with a children’s seat, perfect for cruising around the island together and soaking in the relaxed coastal atmosphere. MAIN SPACES OF THE HOME: – 4 BEDROOMS & 4 BATHROOMS – BEDROOM 1: * King-sized Bed * Smart TV * Nightstand & Lamps * Direct Balcony Access * Ensuite Bathroom BEDROOM 2: * King-sized Bed * Smart TV * Nightstand & Lamps BEDROOM 3: * Queen-sized Bed * Smart TV * Nightstand & Lamps BEDROOM 4: * Queen-sized Bed * Smart TV * Nightstand & Lamps – 4 BATHROOMS – * Ensuite Bathroom with a Tub & Walk-in Shower * Ensuite Bathroom with Shower/Tub Combo * Full Bathroom with Walk-in Shower * Half Bathroom – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Ample Cabinetry * Large Island w/ High Seating * Coffee Maker: Drip – LIVING ROOM – * 75” Smart TV * Large Plush Sofa * Open Floor Plan – OUTDOOR FUN & AMENITIES – * Heated Private Pool * Outdoor Patio/Dining * BBQ Grill * Beach Essentials: Chairs, Umbrellas & Towels! * Kayak * Bike w/ Children’s Seat The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Free Island Trolley: The Anna Maria Island free trolley is a popular local option! This daily, air-conditioned service runs from 6 a.m. to 10:30 p.m., arriving approximately every 15–20 minutes. It connects Coquina Beach to the Anna Maria City Pier with several stops throughout Holmes Beach, including Manatee Public Beach and the Island Shopping Center. Golf Carts: Multiple golf cart rental services are also available nearby, making it easy and fun to get around the island like a local! Check-in is at 4pm Check-out is at 10am - No pets allowed. - Stays of 28 days or more may incur an additional cleaning fee. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - An exterior camera is installed solely to monitor our cleaning team for quality and security purposes. - Parking is available for 4 vehicles in the driveway. Please note that street parking is not allowed. - If you’re interested in a long-term stay, please reach out to inquire about availability - The pool can be heated to about 20-25 degrees above the ambient temperature; please keep in mind that when the weather is cooler may not be as warm as you might expect. For example, if the ambient nightly temperature is only 55 degrees, then the pool might heat up to 75-80 degrees. We recommend the pool is heated in the months between October to May each year. We require at least a 3-day notice before your arrival if you’d like the pool heated. Pool must be heated for the entirety of your stay. Thank you! - Guests must be 21 years or older to book this property. - Pool/Beach Towels: Pool and beach towels are provided for your convenience. After use, please return all towels to ensure they are available for the remainder of your stay. Thank you for helping us keep everything organized and ready for everyone to enjoy! - Beach Items: We’re happy to offer a selection of beach supplies for guest use! Beach chairs, umbrellas, and beach toys are available. We hope this makes your beach days even more relaxing and enjoyable! - This home features a pull-out sofa bed for additional sleeping space. Fresh linens can be found in the upstairs bedroom closet left of the staircase. As part of our checkout process, we kindly ask that you remove any used linens and return the sofa bed to its original position. We appreciate your help in preparing the space for our next guests! GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: VRC 16-000759

Gulf Haven East! 5- minute walk to the Gulf!

Holmes Beach, FL, US
2 Bedrooms 4 Guests
Aug 26 - Sep 2
$104 night

Gulf Haven East by AMI Locals Escape to paradise at Gulf Haven East, a charming two-bedroom, dog-friendly vacation home nestled just a five-minute walk from the sugary sands of Manatee Beach in Holmes Beach! This cozy island retreat offers modern comforts and a lush patio perfect for relaxing or sunset cocktails. Located close to Holmes Beach Towne Center, this home provides an unbeatable location for your next family, romantic, or small group beach getaway in Anna Maria Island. Highlights • 5-minute walk to Holmes Beach • 2 Bedroom / 1 Bath • 1 King, 1 Queen • Beach chairs included • Private patio • BBQ grill • Washer and dryer • Dog friendly • 1 Assigned parking space • Convenient location near dining and shopping Unwind outdoors in your private patio space, perfect for morning coffee or evening cocktails. Fire up the BBQ grill after a day in the sun or take a short stroll to local restaurants and shops. With beach chairs provided, you’ll be ready for those last-minute trips to the shore. Inside, the home is filled with natural light and coastal decor. The open living area features a comfortable sectional, a smart TV perfect for movie nights, and soothing tropical touches. The fully stocked kitchen boasts modern appliances, cookware, and utensils, making meal prep and cooking easy. Whether dining inside or outside on the patio, this space invites relaxation and quality time with loved ones. The primary bedroom offers a plush king bed and ample storage, creating a peaceful retreat. The second bedroom includes a cozy queen bed with comfortable decor. Both bedrooms share access to a hallway bathroom with a shower/tub combo, providing convenience and privacy. Both spaces are designed for restful nights after sunny days exploring Anna Maria Island. Room Details • Primary Bedroom: King bed • Second Bedroom: Queen bed • Shared Hall Bathroom: Shower/tub combo Just steps from the beach and water activities, this home makes it easy to enjoy the best of Anna Maria Island’s scenic beauty and outdoor adventures. Book Gulf Haven East today for a laid-back escape in Holmes Beach. With its outdoor amenities and walkable beaches, this home has everything you need for a memorable Gulf Coast vacation. Reserve your dates now and start creating lifelong memories in paradise! Planning a group getaway with family or friends? Gulf Haven East and Gulf Haven West are neighboring duplex vacation rentals that can be booked side by side, giving larger groups the opportunity to stay close together while enjoying separate private accommodations. Contact our team for availability when booking both homes for your Anna Maria Island vacation. - This home is managed by AMI Locals, an Anna Maria Island property management company. 1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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. This property requires a 7-night minimum stay as set forth by Holmes Beach’s Land Development Code.

Dolphin Resort - 123

Holmes Beach, FL, US
3 Bedrooms 6 Guests
Aug 24 - 31
$323 night

🏖️ Dolphin Resort | Private Pool, Spa, Tiki Bar, Game Room & 3 Min Walk to Beach 💖 Why You’ll Love Dolphin Resort Welcome to Dolphin Resort, your private island retreat where beach days roll into relaxing evenings around your own tropical tiki bar. Just four houses from the white sands of Holmes Beach, this 3-bedroom, 2.5-bath getaway pairs laid-back coastal living with fun-filled amenities the whole family will enjoy. Whether you’re grilling poolside, shooting pool in the game room, or sipping coffee on the porch, Dolphin Resort offers the perfect balance of privacy, play, and Florida charm. 👨‍👩‍👧 Perfect For Families or groups of up to six guests seeking a beachside escape with the bonus of a private pool, game room, and easy walk to shops, dining, and the Gulf. 🎞️ Imagine This... Your mornings begin with coffee on the colorful front porch, where the island breeze sets the tone for the day. The beach is calling you - just a short 3-minute stroll away, perfect for an early swim or beach combing session. After soaking up the Gulf sunshine, retreat to your private backyard oasis. The sparkling heated pool, bubbling spa, and shaded tiki bar invite you to slow down and savor island life. Fire up the grill for lunch or dine al fresco in the covered lounge area. Kids splashing in the pool? Grab a drink and relax in the built-in seating while keeping an eye on the fun. Just steps away, the bonus game room offers a pool table and space to unwind between beach runs. Inside, the open-concept living area is bright and welcoming, with a fully equipped kitchen—featuring both Keurig and Italian espresso makers—perfect for quick breakfasts or preparing the day’s catch. Gather for dinner on the back porch or settle into the cozy living room for a movie night before retreating upstairs to your private bedrooms. 🛌 Where You’ll Sleep • Bedroom 1 (Primary Suite, 3rd Floor): King Bed (1), Ensuite Bathroom with Shower, TV • Bedroom 2 (3rd Floor): Queen Bed (1), Hall Bathroom, TV • Bedroom 3 (3rd Floor): Queen Bed (1), Hall Bathroom, TV 📍 Explore the Area With the beach just four houses away, your days can be filled with sun, sand, and Gulf breezes. You’re also just 0.4 miles from Holmes Beach Shopping Plaza, offering cafés, restaurants, live music, and boutiques—all within walking distance. For more island adventure, rent bikes, try paddle boarding, or hop on the free trolley to explore Anna Maria Island’s charming sights. 📝 Your Island Escape Awaits Dolphin Resort offers more than just a place to stay—it delivers the laid-back, beachy lifestyle you came for. With private poolside living, fun amenities, and unbeatable proximity to Holmes Beach, this home makes it easy to unplug, unwind, and create lasting memories with family or friends. Your reservation includes peace of mind with our signature CottageClean™ program: a 6-hour deep clean and 35-point inspection completed before every arrival, ensuring your home is sparkling, sanitized, and ready for your stay. Need to Know: The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. The bonus game room with a pool table is located on the ground level. This home has stairs—please contact us if anyone in your party has difficulty with stairs. Beach towels, chairs, and a beach cart are provided. We also supply starter packs of kitchen and toiletry essentials to make your arrival seamless. Free high-speed WiFi is included. The primary guest making the reservation must be at least 26 years of age. Exterior cameras are present for security purposes only.

She’s Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location

Holmes Beach, FL, US
4 Bedrooms 8 Guests
Aug 29 - Sep 5
$541 night

Welcome to She’s Always Right! On Anna Maria Island (Holmes Beach, FL) The Space Where thoughtful design meets island energy, She’s Always Right blends modern artistry, resort-style comfort, and an unbeatable location just steps from the sand. Here, every detail is intentional — from high ceilings and natural light to vibrant finishes that reflect the spirit of Anna Maria Island itself. Perfect for: design lovers, families who value connection and comfort, and groups celebrating something special. Highlights - Prime Holmes Beach location just one block from the Gulf - 3 king ensuite bedrooms with TVs + 2 additional sleeping areas - 4 full bathrooms with walk-in showers and modern finishes - Heated private pool and spa surrounded by lush landscaping - Gourmet kitchen with high-end appliances and large dining table - Outdoor decks, balconies, and grilling area perfect for entertaining - Pet friendly with prior approval Interior Step inside to discover open-concept living with vaulted ceilings and curated coastal décor that blends artistry and ease. The main living area is filled with natural light, connecting the gourmet kitchen, dining, and living spaces into one inviting flow. - Living Area: Relax on plush seating while enjoying the large smart TV. Soft colors, organic textures, and vibrant local artwork create a playful yet elegant atmosphere. - Dining Area: A large table invites connection over shared meals, laughter, and long conversations. - Chef’s Kitchen: Fully equipped with high-end stainless-steel appliances, including a double oven, induction cooktop, and Keurig. The oversized island doubles as a social hub, offering bar seating. From here, sliding doors open to an elevated deck, where morning coffee and evening cocktails are equally at home. Kitchen & Dining Designed for both creativity and convenience: - Stainless steel appliances including induction cooktop and double oven - Refrigerator with ice maker and water dispenser - Dishwasher, microwave, blender, and toaster - 12-cup coffee maker and Keurig for morning rituals - Fully stocked kitchenware for family meals or chef-inspired nights in The open dining area flows seamlessly to the living space, so you can cook, connect, and enjoy the rhythm of island life together. Layout Overview - Main Level: Open living, kitchen, and dining; two king ensuite bedrooms; and direct deck access. - Upper Level: Third king suite with private balcony, twin XL bedroom, and open bunk room with triple twin XL bunk. - Outdoor Level: Heated pool, spa, lounge seating — framed by tropical palms for added privacy. This thoughtful layout allows everyone their own space while keeping shared areas central and connected. Outdoor Living Outside, a tropical sanctuary awaits. The heated pool and spa are surrounded by lush landscaping, creating a private retreat just steps from the home. Lounge poolside or gather on the deck for grilling and sunset cocktails. Multiple decks offer quiet corners to soak up the salt air. Whether you’re chasing sunshine or shade, every inch of the space has been designed for comfort and connection. Additional Amenities - A/C and heat - Wireless internet and cable television - Linens, bath towels, and pool towels provided - Hair dryer, iron, and ironing board - Washer and dryer - Beach gear credit included (chairs, umbrella, bikes, etc. — select items before arrival; onsite items not guaranteed) Parking - Driveway: 2 vehicles - Garage: 2 additional spaces Write Your Vacation Story at She’s Always Right — where creativity meets coastal comfort, and every detail inspires connection, laughter, and ease. 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. Pets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet. 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 & Spa 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). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. 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 Holmes Beach Vacation Rental License: VRC18-000006 Max Occupancy: 11 Guests | Max Vehicles: 4 Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bradenton Townhome - Walk to Locals-Only Beach!

Bradenton Beach, FL, US
3 Bedrooms 8 Guests
Aug 24 - 28
$383 night

Enhance your visit to Anna Maria Island when you stay at this vacation rental townhome. The house includes 3 bedrooms, 3 baths, and a sleeper sofa. Boasting great amenities including a semi-private pool, a multi-level deck with breathtaking views, and a fully equipped kitchen fit for a chef, this property has everything you need for a memorable Florida getaway! Enjoy days sunbathing at the beach, exploring museums, shopping, indulging in fresh-caught seafood, and admiring sunrises and sunsets! -- THE PROPERTY -- Rooftop Patio | 360-Degree Island Views | Pool Access | Private Elevator Perfect for a fun-filled friends getaway, this fully furnished Anna Maria Island townhome features pool access, stunning views, a chic interior, and is located on a quiet street only steps from the Bay and Gulf. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Sleeper Sofa OUTDOOR LIVING: Shared saltwater pool w/ spa, dining table, BBQ grill, 2-level balcony, rooftop deck w/ 360-degree view of the island, beach chairs, beach toys, beach towels, wagon KITCHEN: Fully equipped, stainless steel appliances, wine refrigerator, coffee maker, dishware, flatware, blender, granite countertops, island w/ seating for 4 INDOOR LIVING: 2 flat-screen TVs, vaulted ceilings,marble tile floors, dining table, primary bedroom w/ desk/vanity & en-suite bathroom w/ walk-in shower & jetted soaking tub, laptop-friendly workspace, elevator GENERAL: Free WiFi, central A/C, washer/dryer, linens, towels, ceiling fans, hair dryers, keyless entry ACCESSIBILITY: Stairs required, 3-story townhome w/ reverse layout, garage on 1st floor, bedrooms on 2nd floor, kitchen, dining & living area on 3rd floor PARKING: Garage (2 vehicles), driveway (2 vehicles), Tesla charger -- THE LOCATION -- BEACHES: Locals-only beach (200 steps), Manatee Public Beach (1.2 miles), Coquina Beach (2.7 miles), Bean Point Beach (5.0 miles) WATERFRONT DINING: The Beach House Restaurant (1.3 miles), The Bridge Tender Inn & Dockside Bar (1.5 miles), Tide Tables Restaurant & Marina (1.8 miles), Swordfish Grill (2.5 miles), The Sandbar (4.1 miles), Rod and Reel Pier (5.3 miles) LOCAL SHOPPING: Bridge Street (1.5 miles), Beach Market at Coquina Beach (2.5 miles), Pine Avenue (4.2 miles), St. Armands Circle (14.5 miles) ATTRACTIONS: Florida Maritime Museum (2.4 miles), DeSoto National Memorial Park (7.5 miles), Palma Sola Botanical Park (8.0 miles), Robinson Preserve (8.1 miles), Mote Marine Laboratory & Aquarium (13.8 miles), The John and Mable Ringling Museum of Art (14.1 miles) AIRPORT: Sarasota-Bradenton International Airport (13.9 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Pool/spa is semi-private and shared with 1 neighboring townhome - NOTE: There is not a fence around the pool. Small children must be carefully chaperoned while on the pool deck - NOTE: This 3-story townhome requires stairs for full access and has a reverse layout. The garage is on the 1st floor, the bedrooms are on the 2nd floor, and the kitchen, dining & living area are on the 3rd floor Licence number: 51-8017936248-2;DWE5105588

Mi Island Time

Holmes Beach, FL, US
4 Bedrooms 8 Guests
Aug 24 - 31
$200 night

Welcome to MI Island Time, Michigan roots with island soul — a spacious four-bedroom vacation rental in the heart of Holmes Beach on Anna Maria Island, perfect for family reunions, friend getaways, and groups looking to embrace the island lifestyle. This coastal retreat offers a private pool, covered outdoor living area, and inviting indoor spaces designed for gathering and relaxing together. Just minutes from Anna Maria Island’s Gulf beaches, local restaurants, and island boutiques, MI Island Time is the ideal home base for your next Anna Maria Island vacation. Highlights • Private pool • 4 Bedrooms • 4 Queen beds, 1 Queen sleeper sofa • Covered outdoor living area with TV • Gas grill • Washer and dryer • Covered parking • Minutes to Holmes Beach and Anna Maria Island Gulf beaches • Close to Pine Avenue and Bridge Street shopping and dining • 7-night minimum stay • Ring doorbell and security cameras on site • Four parking spots available The outdoor living at MI Island Time is built for big group memories. Spend your afternoons relaxing by the private pool, fire up the gas grill for a family cookout, or unwind together under the covered outdoor living area complete with a TV for game days or movie nights under the stars. Whether you are returning from a morning at the beach or planning a lazy poolside afternoon, these outdoor spaces are designed to bring everyone together for the kind of relaxed, easy island days Anna Maria Island is known for. Inside, MI Island Time welcomes guests with bright coastal decor, comfortable furnishings, and plenty of room to spread out. The living area offers ample seating for movie nights and unwinding after a day of island adventures, while the fully equipped kitchen has everything needed to prepare meals for the whole group throughout your stay. The dining area provides generous space for family meals, morning coffee, and planning the day’s activities together. Natural light fills the home, creating a warm, easygoing atmosphere that reflects the laid back charm of Anna Maria Island. Fun fact: ’MI’ isn’t just short for island, it’s a nod to the owners’ home state of Michigan, who fell in love with Anna Maria Island and never looked back. Look for the Michigan inspired sign inside, their little piece of the Great Lakes brought all the way to the Gulf Coast. MI Island Time is designed with comfort in mind for groups. All four bedrooms feature a queen bed, offering peaceful retreats after days spent at the beach, exploring the island, or relaxing by the pool. A queen sleeper sofa in the living room offers extra flexibility. The home’s bathrooms are well appointed and offer convenient access for families and groups throughout their stay. Room Details • Primary Bedroom: Queen bed • Second Bedroom: Queen bed • Third Bedroom: Queen bed • Fourth Bedroom: Queen bed • Living Room: Queen sleeper sofa MI Island Time also includes a washer and dryer for added convenience, along with covered parking for your group’s vehicles. The location puts you close to everything Anna Maria Island is known for, from the white sand Gulf beaches to the charming shops and restaurants spread across Holmes Beach, Anna Maria, and Bradenton Beach. Local favorites include The Feast Restaurant, Hurricane Hanks, and The Freckled Fin, along with the boutique shopping and dining district along Pine Avenue. Spend a day wandering Bridge Street, book a fishing charter, paddle through local waterways by kayak, or simply gather on the patio to watch one of Anna Maria Island’s famously unforgettable sunsets. Whether you are planning a family reunion, a multi-generational getaway, or a group escape with friends, MI Island Time offers the space, comfort, and island charm to make it unforgettable. Reserve your dates today and start counting down to island time! - This property is equipped with a Ring doorbell camera and additional exterior cameras monitoring the property grounds for guest and home security. *Bikes are owner use only 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 note: this home has a maximum occupancy of 8 guests. 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.

Gulf Haven West!

Holmes Beach, FL, US
2 Bedrooms 4 Guests
Aug 24 - 31
$100 night

Gulf Haven West by AMI Locals Escape to Gulf Haven West, a cozy two-bedroom vacation home perfectly situated just five minutes from Holmes Beach’s soft, sandy Gulf beaches! This bright, breezy retreat offers a private patio with a BBQ grill, and outdoor seating, making it ideal for families, friends, or snowbirds seeking a peaceful island escape close to shopping, dining, and everything Anna Maria Island has to offer. Relax, enjoy sunny days, and unwind in style in this laid-back Gulf Coast haven. Highlights • 5-minute walk to Holmes Beach • 2 Bedroom / 1 Bath • 1 King, 2 Twins • Beach chairs included • Private patio with BBQ grill • Dog friendly • Washer and dryer • 1 Assigned parking space • Short walk to Holmes Beach Towne Center Relax under the swaying palms on the private patio with a BBQ grill and plenty of outdoor seating. Enjoy your beach days with chairs included and return home and unwind with your favorite drink. Located just minutes from Holmes Beach, the beach, and waterfront shops and restaurants, every day can be full of outdoor adventure and island relaxation. Inside, enjoy a bright, comfortable living area decorated with coastal accents. The living room features plush seating, a flat-screen TV, and a warm island vibe. The fully stocked kitchen offers all the essentials, including full-size appliances and a breakfast bar, making meal prep and casual dining effortless. Relax indoors or step outside to the shaded patio for outdoor meals or drinks. Retreat to the primary bedroom, which boasts a king bed and calming island decor, with a shared hall bathroom that includes a shower and tub combo. The second bedroom with two twin beds is perfect for kids or guests, sharing the hall bath for convenience. Room Details • Primary Bedroom: King bed • Second Bedroom: Two twin beds • Shared hall Bathroom: Shower/tub combo Enjoy your outdoor oasis and plenty of lounge space. Dine outdoors or relax in the lush, tropical backyard. Situated minutes from Holmes Beach, the beach, waterfront shops, and dining, this home provides endless opportunities for outdoor fun and island exploration. Book Gulf Haven West today and indulge in a peaceful island retreat. With its prime location, outdoor amenities, and scenic tropical views, this home offers the perfect Gulf Coast escape. Reserve your stay now and create lifelong memories at Anna Maria Island. Planning a group getaway with family or friends? Gulf Haven East and Gulf Haven West are neighboring duplex vacation rentals that can be booked side by side, giving larger groups the opportunity to stay close together while enjoying separate private accommodations. Contact our team for availability when booking both homes for your Anna Maria Island vacation. - This home is managed by AMI Locals, an Anna Maria Island property management company. 1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. 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. This property requires a 7-night minimum stay as set forth by Holmes Beach’s Land Development Code.

Midnight Gulf Resort A

Bradenton Beach, FL, US
3 Bedrooms 8 Guests
Aug 24 - 26
$215 night

Welcome to Midnight Gulf Resort A, a refreshed three-bedroom, two-bathroom coastal retreat in the heart of Bradenton Beach. Thoughtfully updated with professionally designed interiors and a rooftop balcony overlooking the island, this inviting vacation rental places guests just moments from the Gulf beaches and the shops, restaurants, and attractions of historic Bridge Street. Perfect for families and groups, Midnight Gulf Resort A combines comfortable accommodations, outdoor gathering spaces, and an unbeatable location for experiencing the best of Anna Maria Island. Highlights • Short walk to Bradenton Beach and Gulf beaches • 3 Bedrooms / 2 Bathrooms • 1 King bed, 2 Queen beds, Twin over Twin bunk bed, Twin trundle • Private rooftop balcony • Shared pool • Two shared grills • Three shared kayaks available for guest use on a first come, first served basis • Walkable to Bridge Street dining and shopping • Washer and dryer • Pet friendly with host approval • Parking for up to 3 vehicles One of the standout features of Midnight Gulf Resort A is its elevated outdoor living space and access to amenities designed for a memorable island getaway. Guests can enjoy morning coffee, afternoon sunshine, and evening breezes from the private rooftop balcony while taking in the relaxed atmosphere of Bradenton Beach. Spend afternoons cooling off in the shared pool, fire up one of the grills for a family cookout, or launch one of the available kayaks to explore the area’s scenic waterways. With the beach just moments away and Bridge Street nearby, days can easily be spent exploring local boutiques, waterfront restaurants, and the area’s vibrant coastal attractions. Inside, the home offers a welcoming open concept layout designed for gathering and relaxation. The living room features comfortable seating, coastal inspired decor, and plenty of room for movie nights or unwinding after a day at the beach. The fully equipped kitchen includes stainless steel appliances, generous cabinet space, and a breakfast bar ideal for quick meals and casual conversations. Nearby, the dining area creates an inviting space for family dinners, card games, and planning the next day’s island adventures. The primary bedroom offers a peaceful retreat with a king bed, coastal inspired furnishings, and a private ensuite bathroom featuring a shower and tub combination. The second bedroom includes a queen bed and easy access to the shared hallway bathroom. Perfect for families, the third bedroom features a queen bed along with a twin over twin bunk bed and a twin trundle, creating a flexible sleeping arrangement for children and additional guests. The shared hallway bathroom also includes a shower and tub combination for added convenience. Room Details • Primary Bedroom: King bed, ensuite bathroom with shower and tub combination • Second Bedroom: Queen bed • Third Bedroom: Queen bed, Twin over Twin bunk bed, Twin trundle • Hallway Bathroom: Shower and tub combination Additional amenities include a washer and dryer, access to the shared pool, a private garage, parking for up to three vehicles, and kayaks available for guest use. Guests will enjoy being within walking distance of Bridge Street favorites, local seafood restaurants, ice cream shops, fishing piers, and Anna Maria Island trolley stops, making it easy to explore Holmes Beach, Bradenton Beach, and Anna Maria throughout your stay. Traveling with a larger group? Midnight Gulf Resort A is part of a duplex property and can be rented alongside the neighboring residence as the full Midnight Gulf Resort Super Unit, making it an excellent option for larger families, multiple families traveling together, or groups seeking additional space while still enjoying privacy and comfort. Whether you’re spending your days lounging on the beach, exploring the shops and restaurants of Bridge Street, or enjoying sunset views from the rooftop balcony, Midnight Gulf Resort A offers the perfect setting for your next island escape. Book direct with Anna Maria Vacations and experience the relaxed charm, local hospitality, and unforgettable beauty of Anna Maria Island. - With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Vacation Rentals in Holmes Beach by Amenities & Features

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Vacation Rentals Near Holmes Beach

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