
Resort vacation 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!

Palm Penthouse @CedarCove Resort
What more can be said about the Palm Penthouse, it has a private balcony with panoramic views of the Gulf of Mexico. Watch the most glorious sunsets in the entire world fall before your eyes. The Palm Penthouse is perfect for honeymooners or those just looking for the perfect retreat. The spacious living room of the Palm Penthouse features a large wrap around pull-out sofa, four person dining table and a full kitchen. Full bath off living room and ensuitenBedroom bath with soaking tub.

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

#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.

"The Royal " at Palm Tree VIllas Resort
The Royal Villa on Anna Maria Island offers a relaxing quiet getaway for up to six guests. Our heated pool is only steps away from your villa and the beach is a few minutes walking distance. This villa can be adjoined to "the Lady" villa and can then accommodate eight guests total. Please ask for availability in advance for this feature. The trolley is a few minutes walking if you decide to not bring a car. Rent a bike for the stay and get lost exploring the island.

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.

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.

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.

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.

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.

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.
Popular amenities for resort rentals near Anna Maria Island
Family-friendly resorts

Tradewinds - Studio Boulevard View

#3-TwinPalms-King Studio Suite

Sand Castle Penthouse @CedarCove

The Queen Villa #20

Grand Suite 6

Suite 5

Suite 4

The Majestic Villa #25
Resort rentals with a pool

The Coconut Villa #22

The Lookout, with heated pool

Siesta Key Cabana pool side

The Royal Villa #21

"The Coconut" at Palm Tree Villas Resort

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

The Foxtail/Studio24

The Nest, with heated pool.
Resort rentals with a gym

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Little Harbor Hideout

Ruskin Florida at Little Harbor #303

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio
Other resort vacation rentals

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Standard Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio
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 $212 CAD 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 and kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Anna Maria Island vacation rentals include wifi 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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