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Hotel vacation rentals near Anna Maria Island

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals near Anna Maria Island

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Top guest favorite

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, 80 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!

Hotel room in Treasure Island

4.89 out of 5 average rating, 161 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 favorite

A spacious bed with a seashell-patterned quilt is centered against a light-colored wall. Soft lighting from bedside lamps adds warmth. A small kitchen area is visible, featuring a microwave and other appliances. Light streams in from a nearby doorway.

Hotel room in Holmes Beach

4.91 out of 5 average rating, 129 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.

A serene sleeping area features a spacious bed adorned with white and navy blue pillows. Two ocean-themed artworks are displayed above the headboard, while a lamp with a soft glow illuminates the room, creating a calming ambiance.

Hotel room in Holmes Beach

5 out of 5 average rating, 4 reviews

The Sable/Villa#23 (1bed-1bath)

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 with many great eating spots around and close enough to walk to the beach. This offering is an extremely popular 2 bedroom fully equipped condo with dining and living area and a private backyard patio with barbecue grill.

The pool area is surrounded by palm trees and features several blue umbrellas over lounge chairs. A spacious turquoise pool is at the center, complemented by a section for shuffleboard. The adjacent buildings are visible in the background, providing a welcoming resort atmosphere.

Hotel room in St. Pete Beach

5 out of 5 average rating, 15 reviews

Charming ground Floor unit that looks out to pool

GulfSide Resort is family owned. We have 10 beautiful vacation suites that sit just a block and half from the sands of St Pete Beach. Easy walking distance to numerous beach bars, restaurants, and shopping. Our property is comfortable and relaxing. Each unit faces the pool. Parking is safe and close to your front door. We have a huge pool with fountain, a shuffleboard court and a putting green. Beautiful property! We also have beach chairs and beach toys for the kids too.

A clear view of the marina reflects the still water, where boats are docked alongside the green-roofed building. A heated pool is seen in the foreground, surrounded by lounge chairs arranged in an inviting manner. Lush gardens and palm trees frame the scene.

Hotel room in Sarasota

4.64 out of 5 average rating, 44 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!

Top guest favorite

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, 79 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 multifunctional room is seen, featuring a spacious bed with a textured gray blanket. A gray sofa is positioned in front, alongside a small, white dining table and black chairs. Natural light filters through large windows adorned with sheer curtains, enhancing the indoor greenery.

Hotel room in Dunedin

4.81 out of 5 average rating, 247 reviews

Seaside Artisan Apartment 6

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.

Private room in Tampa

4.9 out of 5 average rating, 146 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

Top guest favorite

A shared pool area features a curved swimming pool surrounded by lounge chairs and shaded seating areas. Tropical plants and palm trees enhance the natural surroundings, while umbrellas provide additional shade. The space offers a relaxed and welcoming atmosphere for guests.

Resort in Siesta Key

4.98 out of 5 average rating, 44 reviews

The Nook, 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 individual units.

Top guest favorite

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

4.96 out of 5 average rating, 69 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.

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

4.67 out of 5 average rating, 12 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

Free parking on premises

Air conditioning

Family-friendly hotel rentals

Top guest favorite

The living area features light wood flooring and is furnished with a comfortable gray sofa and a woven coffee table. A flat-screen television is mounted above a dark wood console. Natural light enters through two windows, complemented by a stylish light fixture overhead.

Hotel room in Clearwater

4.97 out of 5 average rating, 33 reviews

Blue Wave Suites: Make Waves in Clearwater Beach

A gray sofa is adorned with multiple cushions, featuring stripes and botanical patterns. A light green throw blanket is draped over one side. Above the sofa, two framed art pieces showcase abstract shapes in muted colors, complementing the room's design.

Casa particular in Brandon

4.79 out of 5 average rating, 215 reviews

sea view accommodation in city of Brandon fl

A cozy studio space features a spacious bed with a light grey coverlet, positioned next to a bedside table with a lamp. A small dining table with two chairs is visible, along with a kitchenette area that includes a refrigerator and sink. Natural light enters through a window, complemented by light curtains.

Hotel room in Bradenton

4.77 out of 5 average rating, 22 reviews

Paradise Bay

A room featuring a spacious king bed with a blue and white patterned quilt, alongside a new bunk bed. Natural light filters through a window with light-colored curtains, and artwork adorns the walls, adding a touch of color to the neutral space.

Hotel room in Sarasota

4.74 out of 5 average rating, 38 reviews

Heated Pool, Bunk Bed, King Bed, Marina, Tiki Bar

An outdoor heated pool is surrounded by lounge chairs with turquoise cushions, creating a relaxing atmosphere. A few umbrellas provide shaded seating options. Lush palm trees are visible in the background, complemented by a vibrant sunset sky with hues of pink and orange.

Hotel room in Sarasota

4.78 out of 5 average rating, 69 reviews

Soak Up the Sun. Free Breakfast + Shuttle

Hotel room in St. Pete Beach

5 out of 5 average rating, 3 reviews

Walk to St. Pete Beach + Rooftop Lounge & Pool

Hotel room in Clearwater

4.81 out of 5 average rating, 150 reviews

Steps to Clearwater Beach + Pool. Restaurant. Bar.

A well-appointed studio showcases a spacious bed with soft linens, flanked by towels. Natural light filters through a window adorned with wooden blinds. A compact kitchen area features a refrigerator, microwave, and open shelving. Complementary decor adds a touch of warmth to the living space.

Hotel room in St. Petersburg

4.89 out of 5 average rating, 9 reviews

NoCleaningFee: The 1888 Hotel Studio#204 w/Kitchen

Hotel rentals with a pool

Hotel room in Clearwater

4.8 out of 5 average rating, 79 reviews

Best views and pool on Clearwater Beach!!

An outdoor pool area is framed by lush palm trees and contemporary architecture. Spacious lounge chairs are positioned around the pool, which features clear blue water. Thatched-roof cabanas offer shaded seating nearby, creating a relaxing environment for guests to unwind.

Hotel room in Tampa

4.57 out of 5 average rating, 89 reviews

Personal Oasis In Tampa | Free Airport Shuttle

Hotel room in Clearwater

4.67 out of 5 average rating, 3 reviews

Enjoy Rooftop Pool one block from the Beach

A bright bedroom features a spacious bed adorned with colorful floral bedding and decorative pillows. Flanking the bed are two bedside lamps and a mirrored nightstand. A piece of beach-themed artwork is displayed on the wall, while a door leads to a marble-finished bathroom.

Resort in Anna Maria

4.78 out of 5 average rating, 9 reviews

Suite 1 - Rod and Reel Resort

A vibrant sunset paints the sky in shades of orange, pink, and blue over the calm waters. Silhouettes of wooden piers and boats can be seen against the horizon. The scene is framed by a pool area with seating arrangements, creating a serene coastal atmosphere.

Hotel room in Dunedin

5 out of 5 average rating, 6 reviews

Beso Resort Waterfront Coastal Charm

Top guest favorite

A spacious room features a king bed with a chevron-patterned throw. Light blue walls complement the decorative pillows. A ceiling fan is present for comfort. A cozy seating area includes an armchair and side table, while a wardrobe provides storage options.

Hotel room in Treasure Island

5 out of 5 average rating, 15 reviews

Sunset beach- Boutique hotel- W/Large fishing pier

Hotel room in Treasure Island

4.84 out of 5 average rating, 67 reviews

Live Local Beach Life Relax Unwind Treasure Island

An aerial view showcases the bay and surrounding properties, highlighting a pool area and nearby beach accessibility. Palm trees frame the scene, with the blue Gulf waters visible in the distance. Various buildings and parking areas are arranged along the coast.

Hotel room in Redington Shores

4.94 out of 5 average rating, 17 reviews

Sand Vista Vacation Rentals 110

Hotel rentals with a patio

A vibrant courtyard is presented, featuring yellow adirondack chairs arranged on a stone patio. Lush greenery surrounds the space, with palm trees and decorative plants visible. The building, painted a refreshing green, showcases bright yellow doors and balcony railings, enhancing the inviting atmosphere.

Hotel room in St. Pete Beach

5 out of 5 average rating, 5 reviews

2-Bedroom Elite King

A spacious studio unit is shown, featuring a queen-size bed with a light blue quilt and decorative pillows. Two recliners are positioned nearby, opposite a wall-mounted TV. A kitchenette with white cabinets and a full-size refrigerator is visible, with sunlight streaming through large windows that offer views of the surroundings.

Hotel room in Ruskin

4.83 out of 5 average rating, 30 reviews

#205 is the place to stay. Welcome!

The entrance to 3Gulls Inn is marked by a vibrant yellow and turquoise facade. Two decorative wreaths adorn the double doors, while each side is flanked by white columns and planters. Colorful signs display the inn's name, complemented by charming wooden pelican sculptures.

Hotel room in Palm Harbor

5 out of 5 average rating, 15 reviews

3Gulls Inn Ozona1-Btq Htl-SwimSpa-Pets-KingStudio

A vibrant sunset fills the sky with hues of orange, pink, and blue, reflecting on the water's surface. Silhouettes of wooden piers extend into the water, and tables with umbrellas are positioned in the foreground, creating a serene scenic view.

Resort in Dunedin

4.94 out of 5 average rating, 63 reviews

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

A compact bathroom features a black countertop with a circular sink, complemented by yellow cabinetry. A large mirror reflects natural light, and neatly arranged white towels are placed nearby. Wooden sliding doors provide access to additional storage or privacy.

Hotel room in Sarasota

4.84 out of 5 average rating, 32 reviews

A CHARMING 1-BEDROOM APARTHOTEL WITH PATIO

A serene beach scene captures the sun setting over the horizon, casting warm orange and pink hues across the sky and reflecting on the calm sea. Dunes with greenery frame the sandy path leading to the water, inviting peaceful strolls along the shore.

Hotel room in Redington Shores

4.6 out of 5 average rating, 5 reviews

Lovely One Bedroom Apartment

A serene view of a wooden pier extends into calm waters, reflecting vibrant hues of red, orange, and purple across the sky at sunset. The tranquil water surface mirrors the colors, creating a peaceful atmosphere as the day transitions to evening.

Hotel room in Dunedin

4.95 out of 5 average rating, 80 reviews

Beso Del Sol Resort Waterfront condo-hotel studio

The exterior of a single-story home is shown, featuring a sloped roof and a combination of light-colored walls and dark shingles. A small front porch is visible, with decorative plants at the entrance. The garage door is on the right side, providing convenient access.

Private room in Tampa

4.93 out of 5 average rating, 29 reviews

Lovely and modern one bedroom studio

Other hotel vacation rentals

An outdoor swimming pool is surrounded by palm trees and lounge chairs. The pool features a gentle slope for entry and is framed by a spacious patio area. Sunlight reflects off the water, creating a serene environment for relaxation.

Hotel room in Tampa

4.84 out of 5 average rating, 25 reviews

Near TPA Airport | Kitchen. Renovated. Breakfast.

Hotel room in Treasure Island

Arvilla Beachfront 1 Bedroom w/Kitchenette - King

A spacious bed is centered against a light-colored wall. It is flanked by two wooden nightstands, each with a grey lamp illuminating the area. Above the bed, three botanical prints add a touch of color to the room.

Hotel room in Clearwater

4.73 out of 5 average rating, 257 reviews

Bay Apartment 3

A well-appointed sleeping area is highlighted by a spacious bed featuring a light gray quilt and two decorative pillows. Framed botanical prints are displayed above the headboard, while two bedside tables with lamps provide soft illumination.

Hotel room in Clearwater

4.76 out of 5 average rating, 216 reviews

Bay Apartment 5a

This spacious room features two queen beds and a trundle bed, separated from a stylish workspace by a glass partition. A work desk and a seating area are present, along with a mini-fridge and coffee maker. Neutral tones and modern décor create a clean, inviting appearance.

Hotel room in Clearwater

5 out of 5 average rating, 20 reviews

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Top guest favorite

A spacious bedroom features a queen bed with an ornate wooden frame and plush bedding. Two windows allow natural light to filter in. Two elegant chairs are positioned near a decorative area rug, complementing the room's classic design and warm tones.

Hotel room in St. Petersburg

4.96 out of 5 average rating, 28 reviews

Oak Room

A comfortable gray sofa is positioned against a light-colored wall, complemented by two bedside tables featuring drawers. Each table supports a softly glowing lamp. A wooden coffee table with slatted design sits in the center, adorned with a small potted plant.

Hotel room in Clearwater

4.74 out of 5 average rating, 311 reviews

Bay Apartment with Water View 6b

A functional workspace is featured with a wooden desk and a comfortable office chair. A microwave and coffee maker are positioned on a nearby cabinet, with a wastebasket discreetly placed beside. Soft lighting is provided by a lamp, enhancing the room's practicality.

Hotel room in Clearwater

4.63 out of 5 average rating, 59 reviews

Hotel on the Marina with free coffee in the lobby

Destinations to explore