Search Vacation Homes in Anna Maria Island

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Compare 1381 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (172)
"The condo was exactly what we needed, roomy and kitchen was well equipped. Pretty centrally located and plenty of parking. Would definitely stay again"
The price is SAR 751
SAR 1,588 total
includes taxes & fees
5 May - 6 May
Anna Maria Beach Condo 1/1

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

8.0 out of 10, Very Good, (67)
"Overall this worked great for us. About 2 blocks from the gulf coast. Fishing access on an inlet behind the house and pool was great for us and kids. Out of the way for major island traffic but close enough to the coast to walk and enjoy it"
The price is SAR 1,126
SAR 2,540 total
includes taxes & fees
15 May - 16 May
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (42)
"Our stay here was so wonderful. We didn’t want to leave. The Vrbo was perfect for our family of 4. The beds are super comfortable, the couch is spacious and it’s just a cute little place. We definitely will be returning. "
Near Bean Point!! Short stays available! Heated Pool

Heavenly Sunset: Paradise on Anna Maria Island

Heavenly Sunset: Paradise on Anna Maria Island

Quiet North End Home Only 2 Blocks to Beach with Private Pool

9.0 out of 10, Wonderful, (43)
"We had a great time!!"
Quiet North End Home Only 2 Blocks to Beach with Private Pool

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (25)
"property was great! perfect location that ws close to everything. only "complaints" we had was, we could have used more pillows ;)"
Beachwalker Apartment: Duplex within 100 steps to the sand.

Brand New Luxury Home with Pool and Rooftop Deck: Just Pearly

9.8 out of 10, Exceptional, (7)
"We were only there 2 days. House was very clean, and easy access to the beach."
Brand New Luxury Home with Pool and Rooftop Deck: Just Pearly

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

9.6 out of 10, Exceptional, (11)
"The interior was all new. Furnishings, decor, kitchen supplies, and everything fresh and tastefully done. Quiet neighborhood just a couple blocks from beach. Exterior privacy will improve as landscape recovers. Parking and access easy. "
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Bella Vista: Bay front with gorgeous views and outdoor living space.

9.4 out of 10, Exceptional, (9)
"We had an absolutely wonderful time! The house is gorgeous, the view is amazing and the whole area is so nice! We couldn’t have asked for a better experience!!!"
Bella Vista: Bay front with gorgeous views and outdoor living space.

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

9.8 out of 10, Exceptional, (113)
"We were the 1st guests after the hurricane and Jenny the owner did an amazing job. The place is off the beaten path of all the people which was wonderful! The island is a must stay at for a beautiful vacation. We willbeback"
The price is SAR 1,310
SAR 2,742 total
includes taxes & fees
22 Apr - 23 Apr
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

9.2 out of 10, Wonderful, (60)
"Fun and convenient location. Nice property. Had a blast."
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

The Wee Cottage | House in Anna Maria

8.4 out of 10, Very Good, (15)
"Cute, quaint cottage. Loved the old Florida style decor. House inside was clean. Window air conditioner units kept house cool. The one in the bedroom was noisy though and kicked on often. Shower is a good size but the bathroom is very small. Pool was warm and great! Loved the putting green. Would've been nice to have a couple other putters though. Screened porch with table and chairs was very nice. Landscaping and the outside area needed some TLC and clean up. Hose to fill the...
The Wee Cottage | House in Anna Maria

~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.6 out of 10, Exceptional, (5)
"When we arrived the house was very clean. Brittany was very helpful with any questions or helping to resolve any issues that camen up during our week stay. We will definitely be back we loved the location of the house. The fire pit was such a nice amenity and we used it daily. Thank you for such a great trip."
~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

Escape to an island adventure!

10.0 out of 10, Exceptional, (112)
"Our stay was fantastic. Beautiful place, beautiful weather. Great location!"
Escape to an island adventure!

Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

10.0 out of 10, Exceptional, (42)
"We had a girls trip and chose this property due to 3 large bedrooms and a private pool. The walk to the beach was super easy and I went there every morning for a sunrise stroll. We loved the kitchy decor and felt right at home there. We didnt require anything extra or encounter any problems so I cant make a fair assessment of the rental office."
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach

9.2 out of 10, Wonderful, (47)
"Everything was as pictured. The living area was larger than expected. We loved the gate off the back porch since we had an 18 month old with us and it was added security with the pool.We were able to walk to numerous restaurants and we were very close to the beach.Easily communicated with the vacation rental agency. Only negative was the mattress in bedroom 2. It really sags in the middle. We would return!J and SOn numerous "
Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach

The TipSea Turtle managed by Beach Retreats FL Anna Maria Island

10.0 out of 10, Exceptional, (16)
"Our second trip to AMI but first time at this home. It was perfect for 4 couples just enjoying some sun and time away. Weather was incredibly windy but the outdoor space was covered/sheltered enough that we could still enjoy time outdoors and in the hot tub. Roof top deck was amazing before the winds came in.Home is very comfortable and fairly well stocked. Location is fine- close to get around the island but out enough to not be too busy.Devastating to see so much storm damage since last year-...
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island

Golf Cart, Stonehenge by SeaBreeze Vacation

10.0 out of 10, Exceptional, (18)
"Great location, lovely neighborhood, walk to the beach. Enjoyed the open kitchen, living, and dining area. Wonderful private pool, and had all of the beach chairs and wagons for the beach. Super clean. "
Golf Cart, Stonehenge by SeaBreeze Vacation

Luxury home with Pool, Putting Green, Beach Bikes!

9.8 out of 10, Exceptional, (32)
"We had an excellent time. The house was very clean and inviting. We enjoyed time spent at the pool. The location of the house was easy to walk to the beach and some great local restaurants. Would highly recommend booking this home. Only had three beach chairs so would definitely recommend renting chairs and umbrella. If we stayed longer would definitely get the golf cart, very convenient for getting around. "
Luxury home with Pool, Putting Green, Beach Bikes!

MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (175)
"Although we had not so nice weather we managed to sit and enjoy the view! Lots of fun moments with friends and family. Enjoyed local eateries and shopping. Thanks again!"
The price is SAR 1,873
SAR 3,771 total
includes taxes & fees
4 May - 5 May
MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Anna Maria Island

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (198)
"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "
The price is SAR 2,032
SAR 2,572 total
includes taxes & fees
21 Apr - 22 Apr
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (267)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
The price is SAR 1,191
SAR 1,507 total
includes taxes & fees
21 Apr - 22 Apr
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (372)
"Family and I stayed here for spring break and the facilities were awesome. The staff was friendly and helpful. The are is still cleaning up after the hurricane, but it definitely did not affect the fun in the area. We will be planning a return trip."
Tradewinds Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.