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Hotel vacation rentals near Anna Maria Island

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Top-rated hotel rentals near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A spacious room is presented featuring a king-sized bed with fresh linens and decorative pillows. A small dining table is positioned in front, with a kitchenette visible in the background. Natural light enters through the door, leading to an outdoor area, complemented by a decorative plant.
Hotel room in Sarasota
4.94 out of 5 average rating, 82 reviews

The Footloose Studio at Casa Limonada.

Casa Limonada Boutique Motel is situated in the heart of picturesque Lido Key, a great place to enjoy outdoor adventures, incredible sunsets, world-class dining experiences, and boutique shopping in the warm sunshine of Florida’s West Coast. Guests are a short stroll from the white sands of Lido Beach, minutes from the vibrant tourist destination of St. Armand’s Key, and a quick drive to downtown Sarasota, Siesta Key, or Longboat Key. We are the perfect destination for your Florida vacation!

Top guest favourite
Hotel room in Treasure Island
4.9 out of 5 average rating, 177 reviews

Steps to Beach, Htd pool, 2/1 Apart #11

How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

Top guest favourite
A bright sleeping area features a spacious bed with neutral bedding and a decorative headboard adorned with floral patterns. Light-colored walls contribute to an airy atmosphere, complemented by a fan and nearby plants. A well-equipped kitchen area is visible in the background.
Hotel room in St. Pete Beach
4.98 out of 5 average rating, 95 reviews

GulfSide Resort on St Pete Beach. Unit 5

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are steps away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! Studio 5 sleeps 3.

Guest favourite
A welcoming living space is highlighted by a blend of light and muted tones on the wooden accent wall. A spacious sofa and a white coffee table are arranged in the room, accompanied by a television mounted on the wall. A fully equipped kitchen is visible in the background.
Hotel room in Clearwater Beach
4.88 out of 5 average rating, 424 reviews

Boutique Stay on Clw Beach 1BR Suite w/full Kit

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space couples, Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

Top guest favourite
A light, modern bedroom features a king-size bed with neatly arranged linens. Two bedside lamps illuminate the space, complemented by a wooden nightstand. A sliding door leads to a vanity area, while a large mirror reflects the room's openness.
Hotel room in Clearwater
4.99 out of 5 average rating, 94 reviews

Ivory Sands Beach Suites - Standard King

A blend of comfort and modern elegance. This boutique retreat features a king-size bed adorned with plush linens, ensuring a restful night's sleep. The room boasts a chic seating arrangement, perfect for lounging and relaxation. The well-appointed wet bar with premium amenities and a wine fridge provides convenience, inviting you to toast to special moments. The vanity area, adorned with luxury finishes, offers a space to prepare for your day or unwind in the evening.

A well-appointed room showcases a spacious bed with soft linens against a light-colored wall. Natural light streams through multiple windows, enhancing the comfortable seating area featuring a gray sofa and small white dining table. A touch of greenery is added with a potted plant.
Hotel room in Dunedin
4.74 out of 5 average rating, 244 reviews

Seaside Artisan *Dog Friendly* 5

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Top guest favourite
A spacious room features a king bed with a colorful patterned throw and decorative pillows. A wooden desk and chair are positioned next to a window. Light fixtures illuminate the nightstands beside the bed, while a ceiling fan contributes to airflow in the room.
Hotel room in Treasure Island
4.96 out of 5 average rating, 27 reviews

Charming 1-bedroom, Boutique hotel with a pool

You won’t want to leave this charming, one-of-a-kind place. This is a charming room with a king bed. The Roth Hotel is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful studio apartment with an efficiency is calling your name. A short walk to the beach- aprox 150 yards.

Top guest favourite
Private room in Tampa
4.9 out of 5 average rating, 154 reviews

Olivia's Place

Cozy and comfortable studio apartment with private entrance and parking. Quiet neighborhood. 4 minutes short drive to Tampa international airport. 10 minutes to Historic Ybor City and Riverwalk Downtown Tampa. 7 minutes to cypress Beach and 25 minutes to Clearwater Beach. 10 minutes to the atractive Ben T Davis Beach the courtney Campbell Trail a four mile biking and pedestrian bridge. 20 minutes to Bush Garden 10 minutes to lowry park Zoo

Superhost
Hotel room in St. Pete Beach
4.85 out of 5 average rating, 27 reviews

Walk to St. Pete Beach + Rooftop Lounge & Pool

Wake up to water views, grab a beach cruiser, and head straight to the sand—The Hotel Zamora is where rooftop sunsets, kayak mornings, and St. Pete vibes all come together. Just steps from the beach, this stay includes valet parking, beach gear, and bikes so you can skip the planning and dive straight into your trip. Sip espresso in your room, watch the sunset at the rooftop lounge, and live the Florida coastal life your way.

Guest favourite
Resort in Siesta Key
5 out of 5 average rating, 40 reviews

Beach house W/Heated Pool across street from beach

The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

Guest favourite
A serene beach scene is captured, showcasing fine white sand and gentle waves. Colorful beach umbrellas dot the shoreline, while a wooden walkway leads to the beach from the grassy dunes. The clear blue sky enhances the tranquil atmosphere over the coastal view.
Resort in Treasure Island
4.93 out of 5 average rating, 75 reviews

Treasure Island Beachfront Resort with pool

Amazing beach views from your vacation condo unit and from your private balcony. Newly refreshed privately owned condo at the Island Inn Beach Resort in Treasure Island Florida. Treasure Island is next to St. Pete Beach, south of John's Pass, Madeira Beach, Indian Rocks and Clearwater beaches. Pool bar, heated pool on beach, kitchen with two burner hot plate, pots, pans, coffee maker, microwave and more.

Guest favourite
Two comfortable lounge chairs are positioned beside a sparkling pool, creating a relaxing atmosphere. A vibrant yellow exterior and detailed entry door are visible, framed by tropical plants. Decorative features, including a carved statue, add character to the outdoor space.
Hotel room in Madeira Beach
4.89 out of 5 average rating, 19 reviews

King Bed-Step to Madeira Beach-Heated Pool-Private

🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat offers the perfect blend of comfort and location, just steps from the white sands and spending sunny afternoons relaxing by the sparkling community pool or walking along the beach. Enjoy sunset strolls and everything the Madeira Beach lifestyle has to offer—all from your private haven.

Popular amenities for hotel rentals near Anna Maria Island

Quick stats about hotel rentals near Anna Maria Island

  • Total vacation rentals

    Explore 20 vacation rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island vacation rentals start at $98 CAD per night before taxes and fees

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Wifi availability

    20 of Anna Maria Island vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

  • 5 Average rating

    Anna Maria Island stays are highly rated by guests—averaging 5 out of 5!

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