Search Vacation Homes in Anna Maria Island

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Compare 1407 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (174)
"Clean, spacious, lovely place. We wouldn’t hesitate staying here again."
The price is AED 661
AED 1,460 total
includes taxes & fees
27 May - 28 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 AED 1,102
AED 2,472 total
includes taxes & fees
4 May - 5 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, (43)
"Wonderful place"
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, (44)
"Loved this spacious ranch. Liked being on the quiet north end. "
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, (26)
"Exactly as described...Loved it. Beachy feel with cool character. Wonderful location. You won't believe how perfectly convenient the Beachwalker is to the spectacular beaches.Perfect couples get away. Everything you need to enjoy AMI. Close to everything!"
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)
"Property was excellent, comfortable and well appointed. The Owner was very proactive in providing guidance. The outlook from our deck over the waters of Bimini Bay was superb."
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, (61)
"We stayed with my family, my brother's family and my parents and everyone had a wonderful time. There was plenty of beds, the pool was great and the location was perfect."
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!!!

9.8 out of 10, Exceptional, (6)
"We loved our time here and can’t wait to book it for next year!"
~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

Escape to an island adventure!

10.0 out of 10, Exceptional, (112)
"We had a lovely visit at this VRBO. Jeff was communicative and responsive. This VRBO has SO many extras!!! It's the little things that you don't realize you need till you're away from home and need it, well, they've likely got it there for you. Great location and would absolutely stay there again! "
Escape to an island adventure!

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

10.0 out of 10, Exceptional, (43)
"This property has recently been remodeled because the listing was different than what we arrived to! Everything was perfect! The courtyard was perfect for morning coffee! A short walk to the beautiful beach using the chairs well stocked from the VRBO. The heated pool was amazing to relax in after the beach. Beds were comfortable too! "
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)
"The house was quaint and absolutely great for our stay! We loved the beachy vibes, rooms were great for us. Loved having the pool and decks! Walking distance to beach and the cute Bridge Street area!"
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. "
The price is AED 1,964
AED 5,751 total
includes taxes & fees
14 May - 15 May
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 AED 1,833
AED 3,691 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
9.2 out of 10, Wonderful, (199)
"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 AED 1,643
AED 2,079 total
includes taxes & fees
29 Apr - 30 Apr
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.0 out of 10, Wonderful, (268)
"Lights from outside shining thru the blainds."
The price is AED 1,058
AED 1,339 total
includes taxes & fees
7 May - 8 May
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (374)
"Staff was friendly and welcoming. Location was amazing. Pool was very nice. Very pleasant stay. Will be back!"
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.