
Holiday resort rentals near Anna Maria Island
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Top-rated resort rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

The Foxtail/Studio24
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.

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.

Beachside One Bedroom Bungalow on Casey Key - 9
Just 50 feet from the private Gulf beach of Casey Key, enjoy a spacious One Bedroom Beachside Bungalow with King Tempurpedic bed. Full kitchen is included - Living room - Patio with furniture - Beach chairs and towels, and plenty of things to do outside by the Water. Casey Key Resort provides a unique experience on Casey Key -- With Gulf Front beach on one side of the property and Venice Inlet waterfront on the other!

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.

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.

Ocean Front Apartment
We are a family friendly resort located directly on the Gulf of Mexico and the Inter-coastal Waterway on picturesque Casey Key Florida. Our well equipped guest rooms are available for daily and weekly rentals. Here you can enjoy a serene and quiet tropical paradise on a wide, sandy private beach with breath taking sunsets over the Gulf waters.

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.

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.

Clearwater Beach Resort - 1 Bedroom Deluxe
Oceanfront Pool & Private Beach Access – Clearwater Beach Escape – Clearwater Beach, FL Start your day with a sunrise walk along the beach, enjoy a refreshing dip in the pool, savor local seafood at nearby restaurants, and end your evening with breathtaking sunset views from your suite.
Popular amenities for resort rentals near Anna Maria Island
Family-friendly resort rentals

The Lookout, with heated pool

Beach Side One Room Bungalow on Casey Key

The Queen Villa #20

The Royal Villa #21

Suite 5

The Majestic Villa #25

Waterfront Boat House Bungalow with Private Beach

Beach Front Two Bedroom Bungalow on Casey Key - 5
Resort rentals with a pool

The Coconut Villa #22

Siesta Key Cabana pool side

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

"The Coconut" at Palm Tree Villas Resort

Beach house W/Heated Pool across street from beach

The Nook, with heated pool.

"The Royal " at Palm Tree VIllas Resort

The Grande Villa #24
Resort rentals with a gym

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Little Harbor Hideout

Ruskin Florida at Little Harbor #303

Tradewinds - Studio Boulevard View
Other resort holiday rentals

Waterfront One Room Bungalow with Private Beach -7

Waterfront Studio Bungalow with Private Beach -7

Grand Suite 6

Water View Jr. 3 Bedroom Bungalow w/Private Beach

Suite 2

Suite 3

Suite 7

Luxury Bayside Queen Studio w/ Private Beach
Destinations to explore
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- Resort rentals Manatee County
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- Resort rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach




