Resort vacation rentals near Anna Maria Island

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Top-rated resort rentals near Anna Maria Island

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Top guest favorite
A modern kitchenette is equipped with a stainless steel sink, a black coffee maker, and a built-in flat top electric stove. A microwave is mounted above, and textured tile backsplash adds a subtle design element.
Resort in Ruskin
4.89 out of 5 average rating, 64 reviews

Little Harbor Hideaway

Welcome to Little Harbor Hideaway! Enjoy the Beach, 2 pools,Hot Tub & Kayaking on Cabbage Creek. We also have 2 restaurants on property. * New PickleBall courts & CornHole boards Our Unit has a very nice king bed as well as a sectional couch with pull out full bed. This unit has a full refrigerator and also has a built in flat top electric stove. 50in Sony Smart TV for Netflix etc +cable New A/C in late 2023 This is a 2nd FL unit w/ large Balcony new Washer & Dryer in common area near steps.

Top guest favorite
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, 64 reviews

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

Stay in the heart of it all at this one-of-a-kind, unique double unit condo, which boasts views from 2 balconies, has 2 full bathrooms & a private bedroom suite. This upscale, tropical oasis is located right off the Gulf of Mexico’s St. Joseph Sound! RELAX & ENJOY the jacuzzi, dolphin watching & barbecuing, from Beso Del Sol Resort’s Waterfront Guest Pool Deck. Bask in the splendor of Delightful Dunedin’s Premier Resort’s Spectacular Sunset with a complimentary shot from Marker 8 Tiki Bar!

The kitchen features wooden cabinetry and a stainless steel refrigerator alongside a microwave. A ceiling fan provides airflow, and a view of the living area with large windows is visible in the background, allowing natural light to enter the space.
Resort in Holmes Beach

Sand Castle Penthouse @CedarCove

The newly renovated Sand Castle Penthouse at Cedar Cove Resort has it all. From the private balcony with panoramic view of the Gulf of Mexico and the private beach, to a full kitchen. This 2br / 2ba penthouse was completely rebooted in 2022 with new floors, furniture and a new luxury spa bathroom in the primary bedroom The second bedroom has a queen size bed with access to another full bathroom from the great room. A queen size sofa bed allows for up to six guests comfortably.

Superhost
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.

This beachfront guest room features two spacious beds with crisp linens. A seating area includes two red chairs paired with a small table. Large windows overlook palm trees and the beach. Artwork on the walls adds a pop of color, while a ceiling fan enhances comfort.
Resort in Treasure Island
3 out of 5 average rating, 3 reviews

Beachfront Traditional

Located in the Shells building. Enjoy breathtaking sunset views from your large picture window which overlooks Treasure Island’s wide sandy beaches along the Gulf of Mexico. This 297 Sq. Ft. beachfront guest room features (2) Queen Pillow Top Beds. Other features include: * 55” LCD Flat Panel TV * Mini Refrigerator * Microwave * Coffee Maker * Toaster * AM/FM Clock Radio * Hairdryer * Iron, Ironing Board * Electronic Safe * Ceiling Fan * Beach Towels

Resort in Siesta Key

#1 Twin Palms-Deluxe King Suite

The Deluxe King Suite at our Siesta Key hotel sleeps 2-4. It offers a separate bedroom furnished with a King size bed, 42 inch flat screen TV, large walk-in closet and full bathroom. In the separate living room, there is a Queen size sleeper sofa, a second full bathroom and another 42 inch flat screen TV. This suite has a stainless steel kitchenette, fully stocked for your convenience. You may also enjoy the complimentary Wi-Fi Internet access throughout the resort.

An aerial view captures the vibrant coastal landscape, highlighting the long stretch of white sandy beaches and turquoise waters. The layout of the small island showcases various buildings and neighborhoods, with roads and waterways interspersed throughout the scene.
Resort in Clearwater
4.62 out of 5 average rating, 21 reviews

Adorable Affordable Beach Efficiency

A Beach Adventure Awaits You..Come Play Or Relax @ the Coral Resort Clearwater Beach, Fl This small , lovely island is all water, beaches, restaurants and fun. NO CAR NEEDED. Bike or walk the beach. Visit: Winter the dolphin is right here... White sand will surround you on all these public beaches . Free parking/ internet. Managers onsite. 24 hr Fishing Pier on site. Rent jetski/boats in walking distance. YOLO Note: Unit A5 is a second floor/no elevator.

Guest favorite
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 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
4.93 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.

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

2 Guests - Queen Bed; Marble European Oversized Shower, Dual Wardrobe and Built-in TV, Keurig Coffee Maker, Hairdryer, Outdoor Refrigerator for Drinks, Complimentary Toiletries, Complimentary Coffee and Condiments, Beach Towels, Spa Robes Secure WI-FI, and Cable Rm Temp Control, Fan, Dual Dark/Light Shades, and Complimentary Bicycles.

Superhost
The exterior of the Holiday Inn Gulfview is depicted, showcasing Mediterranean architecture. The building features several floors with arched windows and a prominent entrance, surrounded by palm trees and landscaped greenery. Vehicles are parked nearby, and a vibrant sky creates a colorful backdrop.
Resort in Clearwater
4.15 out of 5 average rating, 13 reviews

Clearwater Beach Collection King Bed 6th Floor B

Relax in comfort in this Mediterranean styled guestroom. During down time enjoy your favorite programs on a flat screen HDTV, or stay connected with friends and family with complimentary wireless internet access. Other amenities important for a comfortable stay include a coffee maker, hair dryer, iron and ironing board.

Guest favorite
Resort in Holmes Beach
4.86 out of 5 average rating, 69 reviews

"The Coconut" at Palm Tree Villas Resort

Enjoy a short stroll to the beaches from the Coconut Villa. We offer a one night stay or a monthly stay. Bring your bicycle and get lost exploring the island. A full kitchen is provides for home cooked meals. This is a ground floor unit that overlooks the swimming pool.

Popular amenities for resort rentals near Anna Maria Island

Quick stats about resort 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 € 129 per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Anna Maria Island vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Anna Maria Island stays are highly rated by guests—averaging 4.9 out of 5!

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