
Resort vacation rentals near Anna Maria Island
Find and book unique resort rentals on Airbnb
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!

#3-TwinPalms-King Studio Suite
The Studio Suite at our Siesta Key hotel sleeps 1-2. Each room features a king-sized bed, 42-inch TV, dining table as well as a fully stocked stainless steel kitchenette. Perfect for couples or solo travelers. All of our rooms have recently been updated to be as attractive as they are comfortable. The King Studio Suites are furnished in a stylish seaside decor, including a comfortable patio with chairs and umbrella to relax and enjoy the wonderful weather that South Florida has to offer.

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.

Bayfront Boat House Bungalow
Experience waterfront luxury at the Waterfront Boat House at Casey Key Resort. Enjoy a Tempurpedic queen bed, marble floors, roll-in shower, central heat/AC, and TV with 50+ HD channels. The fully equipped kitchen includes fridge, oven, stove, microwave, toaster, dishes, and utensils. Beach towels, hotel-grade linens, and access to the Beach, Beachfront Pavilion, and 150 ft of private Gulf shoreline are included.

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 2
2 - 6 Guests Beds : RM 1- King, RM 2 - Full, Twin/Twin Bunk Marble Tub and Shower Combination Fully Stocked Efficiency Kitchenette Keurig K-Cup, Refrigerator, Micro/Conv Oven Toaster, Complimentary Coffee/Condiments Hair Dryer, Complimentary Toiletries Beach Towels, Spa Robes 2-TV’s, Secure WIFI, and Cable Rm Temp Control, Fan, Dual Dark/Light Shades

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.

Calini Beach Club - Wk 9/20-9/27 2 Bd-2Ba
Sleeps 6: 2 BD/2BA, w/ pull out sofa in LR, offers fully equipped kitchen, 3 cable tv's, private veranda, WIFI, coin operated laundry. Enjoy the powder-white sand on the #1 beach in the country, has pool & hot tub. Play ping pong or pool or check out a bicycle. Walk to beach, grocery, shops & restaurants. Beach towels provided.

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

Sand Castle Penthouse @CedarCove

The Royal Villa #21

Grand Suite 6

Suite 4

The Majestic Villa #25

Suite 3

The Nest, with heated pool.

#2-TwinPalms-King Studio Suite
Resort rentals with a pool

The Coconut Villa #22

The Lookout, with heated pool

Suite 5

Beach house W/Heated Pool across street from beach

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

"The Coconut" at Palm Tree Villas Resort

Suite 1 - Rod and Reel Resort

The Foxtail/Studio24
Resort rentals with a gym

Tradewinds - Studio Boulevard View

Bluegreen At Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Bluegreen At Tradewinds - Gulf Front Studio

little harbor #305

Little Harbor Hideout

Tradewinds - Studio Boulevard View
Other resort vacation rentals

Bayview Modern Studio w/ Terrrace Bungalow

Bayfront Modern Studio Bungalow

Bayfront Modern Studio Bungalow

The Queen Villa #20

Bayview Jr. 3 Bedroom Bungalow

Beachview One Bedroom Bungalow

Bayside Modern Studio Bungalow

Bayfront One Bedroom Bungalow
Quick stats about resort rentals near Anna Maria Island

Total vacation rentals
Explore 30 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at G$33,472 GYD per night before taxes and fees

Verified guest reviews
Over 250 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
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
Destinations to explore
- Rentals with lake access Anna Maria Island
- Rentals with a patio Anna Maria Island
- Villa rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Rentals with breakfast Anna Maria Island
- House rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with pools Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Cottage rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Hotel rooms Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Resort rentals Manatee County
- Resort rentals Florida
- Resort rentals United States
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live





