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

A serene stretch of sandy beach extends under a clear blue sky, with gentle waves lapping at the shore. The coastline features a mix of smooth sand and scattered seaweed, inviting quiet reflection along the edge of the tranquil ocean.

Hotel room in Clearwater Beach

4.88 out of 5 average rating, 406 reviews

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

The Porpoise Inn & Suites is situated on Famous Clearwater Beach! This quaint Florida Charming Boutique Motel offers a perfect beach vacation for your family. Located steps from the sands of the beach, shopping, Rec pool,restaurants & attractions! The Suites are newly renovated with the classy touch of the coastal living you will enjoy! 1 parking spot included on site, beach chairs, umbrellas, beach towels, coolers, beach toys, ect. (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

Top 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, 72 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, 39 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*

Guest favorite

Hotel room in Treasure Island

4.89 out of 5 average rating, 145 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!

Superhost

A spacious dock extends over calm waters, bordered by palm trees and a charming building. The American flag flutters in the breeze, while multiple seating areas and lounge chairs are visible on the deck, providing a relaxing space to enjoy the views.

Hotel room in Treasure Island

5 out of 5 average rating, 9 reviews

Charming 2 bedroom- View of the Intercostal

Wake up and watch the dolphins at your kitchen table!! You won’t want to leave this charming, one-of-a-kind place. 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 2 bedroom unit with a renovated kitchen and bathroom is calling your name. A short walk to the beach- aprox 100 yards. WATER VIEW!

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, 128 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

A thatched-roof gazebo is surrounded by lush greenery and palm trees, offering shaded seating beneath. The gazebo overlooks a marina, where boats are visible in the water. A well-maintained pathway leads through the manicured lawn, providing access to this serene outdoor space.

Hotel room in Sarasota

4.74 out of 5 average rating, 35 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 spacious lobby area features modern furnishings arranged around a central seating area. Greenery adds a natural touch to one wall, while large windows allow soft light to illuminate the space. Contemporary light fixtures hang gracefully from the ceiling, enhancing the inviting atmosphere.

Hotel room in Sarasota

4.77 out of 5 average rating, 53 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.

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

A charming street scene showcases historic architecture along a cobblestone road, lined with palm trees and boutique shops. Soft string lights hang above, casting a gentle glow at sunset. Vehicles are parked along the street, with the Gulf of Mexico visible in the distance.

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.