Hotel vacation rentals near Anna Maria Island

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Top-rated hotel rentals near Anna Maria Island

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Guest favorite

Wooden shelves display white plates alongside a decorative blue pineapple and a light green wall art piece featuring succulent plants. The arrangement presents a blend of functionality and decor within the kitchen space.

Hotel room in Sarasota

4.94 out of 5 average rating, 71 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 favorite

A vibrant courtyard features artificial turf surrounded by palm trees, creating a welcoming outdoor space. Comfortable seating is arranged in multiple configurations, and bright double doors lead into the building. Flags add color to the environment, suggesting a friendly and inclusive atmosphere.

Hotel room in St. Pete Beach

4.97 out of 5 average rating, 38 reviews

The Villas at St Pete Beach - Unit 108

Second story studio suite nestled on our courtyard with full kitchen, tiled bathroom with walk in shower. Enjoy the famous Florida sunset and peaceful ocean view from your balcony. Sink comfortably into our king sized memory foam mattress—all of the comforts of home. Dine in or grill in the garden courtyard on our outdoor kitchen. TV and wi-fi. Each Villa has 1 parking spot. $100 non refundable charge for pets, max of 1 pet in studios, 2 in 1 bedrooms. *daily turndown service not provided*

Superhost

A serene beach view captures the setting sun, casting warm orange and pink hues across the sky. Gentle waves lap at the shore, while tall grasses frame the foreground, creating a tranquil ambiance that highlights the natural beauty of the coastline.

Hotel room in Treasure Island

4.8 out of 5 average rating, 138 reviews

Steps to Beach, Htd Pool, King Bed, Kitchenette#8

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!

Guest favorite

A decorative wreath made of natural twigs and small artificial flowers adorns the front door. The wreath features a small beach-themed ornament and a colorful tag. Sunlight casts gentle shadows, highlighting the texture of the materials and the rustic wooden door behind it.

Hotel room in Holmes Beach

4.91 out of 5 average rating, 127 reviews

"The Lady" at Palm Tree Villas Resort

Palm Tree Villas offers a portfolio of unique 1950's resort rooms ranging from small studios to three bedroom villas with three bathrooms. We would love to host you for a wonderful quaint enjoyable vacation. Conveniently close to the trolley line for a quick bite at many great eating spots around the island and close enough to walk to the beach in two minutes. Park your car and enjoy the island. This offering is a small studio that is extremely popular. Two studios are available.

Superhost

Hotel room in Sarasota

4.74 out of 5 average rating, 34 reviews

The Addison Room

Experience our cozy unit located at the Ramada by Wyndham Sarasota in Whitfield, Florida, near Siesta Key Beach, Anna Maria Beach, Lido Key, & many other white sand beaches! Enjoy two queen beds, full bathroom, heated pool, and onsite restaurant. Surrounded by lush shrubbery, our tranquil retreat features a marina for kayaking and boat adventures. Explore nearby Downtown Sarasota for dining, shopping, and entertainment. Relax and enjoy the best of Florida's Gulf Coast!

Superhost

A well-organized market area features wooden shelves stocked with a variety of snacks, beverages, and toiletries. A refrigerated section displays chilled drinks, while a fruit basket and coffee containers are positioned on the counter, providing convenient options for guests.

Hotel room in Sarasota

4.77 out of 5 average rating, 52 reviews

Close to Lido Beach + Rooftop Pool, Bar, & Dining

Located in downtown Sarasota, The Westin offers elevated stays with rooftop pool access, a full-service spa, and stunning views of Sarasota Bay. Guests enjoy a complimentary shuttle to Lido Beach and St. Armands Circle, 2-hour free bike rentals, and on-site dining. Pet-friendly and steps from the marina, Bayfront Park, and local culture, this upscale stay includes a destination fee with added perks—perfect for beach days, wellness getaways, and city exploration.

Guest favorite

Resort in Holmes Beach

4.95 out of 5 average rating, 41 reviews

The Lady/Studio 21

Palm Tree Villas offers a portfolio of eight unique 1950's resort rooms ranging from small studios to three bedroom villas with three bathrooms. We would love to host you for a wonderful quaint island getaway vacation. Conveniently close to the trolley line for a quick bite at many great eating spots around the island and close enough to walk to the beach in a few minutes. Park your car and enjoy the island. This offering is an extremely private popular studio.

Top guest favorite

A serene beach scene is captured at sunset, featuring gentle waves against a sandy shore. A sailboat glides in the distance, framed by coastal vegetation. Soft colors of orange, pink, and purple gradient across the sky, providing a tranquil backdrop to the natural setting.

Hotel room in Nokomis

4.96 out of 5 average rating, 48 reviews

Island House Apartment Motel - Queen bed

Your motel room is crisp and clean inspired by the tranquil colors of our beach. It is 1 of 4 units that share a common hallway on the second floor above the office (no elevator) that do not face the beach. A walk down the stairs and around the building will find your toes in the sand and a lovely view of the Gulf. Our beachfront motel which was built in 1959 and has been in our family since 1960. Guests return year after year to enjoy our location.

Guest favorite

A collection of bicycles, varying in colors such as blue and teal, is positioned near a lush backdrop of vibrant green palm leaves. The bicycles are arranged closely together, offering an inviting option for guests wanting to explore the area.

Resort in Siesta Key

5 out of 5 average rating, 32 reviews

The Nest, with heated pool.

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 favorite

A paved walkway leads to a seating area with a table and chairs overlooking a calm waterway. Lush green plants border the path, adding a natural touch to the outdoor space. In the background, a modern building provides an urban contrast to the serene environment.

Hotel room in Clearwater

4.85 out of 5 average rating, 179 reviews

Bay Apartment 1

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

Guest favorite

An outdoor rooftop patio is furnished with wooden tables and comfortable lounge seating. Umbrellas provide shade while the scenic view features water and palm trees, with buildings in the distance. Small decorative elements, including candles and fruit, adorn the tables.

Hotel room in St. Pete Beach

4.86 out of 5 average rating, 128 reviews

201B Lovely Hotel Room-Boutique Hotel-8th Ave

The Berkeley Beach Club is inspired by all that is Pass-A-Grille Beach: a funky, fun beach community, unique shopping, gorgeous beaches and breathtaking sunrises and sunsets. It is, in a word, Paradise. This lovely building, inspired by classic beach architecture, is on historic 8th Avenue in the heart of Pass-A-Grille. Walk a short block to the Gulf of Mexico beach to the west or Boca Ciega Bay to the east.

Superhost

An outdoor space features a heated pool surrounded by tropical landscaping and a cozy seating area. String lights illuminate the area, creating a warm ambiance. Nearby, a bar-height table offers seating for guests, and a fire pit invites relaxation during the evening hours.

Hotel room in Madeira Beach

New place to stay

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.