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Compare 851 Vacation Homes in Anna Maria with updated reviews, rates, and availability.

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 1,595
SAR 3,151 total
includes taxes & fees
9 Apr - 10 Apr
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

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

9.0 out of 10, Wonderful, (41)
"Clean property and cute inside. The location was fantastic and very quiet area. The pool was lovely and the sound of the waterfall was a nice surprise. I would definitely recommend this property. "
Quiet North End Home Only 2 Blocks to Beach with Private Pool

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, (112)
"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 2,671 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

8.6 out of 10, Excellent, (14)
"Easy and close beach access. Location nearby all amenities and necessities. Did not see that the a/c units were window units, the bedroom unit is AMAZING, however the main room unit was mediocre. The Wee Cottage is adorable!!!"
The Wee Cottage | House in Anna Maria

Escape to an island adventure!

10.0 out of 10, Exceptional, (111)
"Our stay was fantastic. Beautiful place, beautiful weather. Great location!"
Escape to an island adventure!

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

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 2,623
SAR 4,713 total
includes taxes & fees
4 May - 5 May
MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

10.0 out of 10, Exceptional, (214)
"Perfect house, perfect beach, perfect sunsets in a perfect location.The house is just as described and more. We thoroughly enjoyed our stay. (And the great weather was a plus.)The owner was helpful and available."
Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

9.8 out of 10, Exceptional, (84)
"We have been going to Anna Maria for three years now and each year it gets better. The house was super comfortable with everything we needed and worth more space than what we expected. Walking to the beach was super easy with the kids and the pool though small was enough. The only “but” of our stay was the pool temperature that by no means was as warm as promised and the alarm that leads outside from the back covered porch that is super annoying because you can’t stop it from going on from the...
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

Short stays available! Located on North End of Island.

9.2 out of 10, Wonderful, (49)
"I brought my daughter down for the weekend to celebrate her 16th birthday and the accommodations were perfect! 10/10 would highly recommend."
Short stays available! Located on North End of Island.

On Point: Across Street from Bean Point Beach, Outdoor Games & Pool by Anna Maria Life

9.6 out of 10, Exceptional, (17)
"We loved this house. Very clean. Close to the beach. Will definitely stay there again."
On Point: Across Street from Bean Point Beach, Outdoor Games & Pool by Anna Maria Life

Reef Romance managed by Beach Retreats FL Anna Maria Island

10.0 out of 10, Exceptional, (16)
"What a beautiful place with anything you could need for the comfort of home. Quick walk to the beach and only a block or so to the coffee shop and shopping. "
Reef Romance managed by Beach Retreats FL Anna Maria Island

Gulf Views 🌊 | Elevator 🏡 | 50 Yards to Beach 🌴| Heated Pool & Spa 🌅Sunsets

10.0 out of 10, Exceptional, (3)
"Our stay in Anna Maria, FL, was nothing short of spectacular! The crystal-clear, calm waters made for some of the best swimming we’ve ever experienced. The beach was pristine, with gentle waves and soft, powdery sand, making it perfect for both kids and adults. We felt completely safe and relaxed every time we stepped into the water.The house itself was an absolute dream! From the moment we walked in, we were blown away by the gorgeous Gulf views, luxurious furnishings, and top-of-the-line...
Gulf Views 🌊 | Elevator 🏡 | 50 Yards to Beach 🌴| Heated Pool & Spa 🌅Sunsets

OPEN for booking after Helene & Milton! December and Jan dates available NOW!!

9.8 out of 10, Exceptional, (190)
"We had a fantastic vacation! The house and hosts were wonderful. So many little extras in the house it was perfect. We will stay again in this home. Highly recommend. "
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!

Bay Breeze Cottages #3

9.8 out of 10, Exceptional, (109)
"The cottage was very nicely decorated, had a heated pool which the kids loved, and was a very short walk to Bean point. "
Bay Breeze Cottages #3
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

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!

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (50)
"This house was perfect for our family of 4. Loved the open concept. The small pool was refreshing and the location was amazing - so close to the most beautiful section of the beach. We will be back! "
Adorable Beach cottage just steps Bean Point beach!

Anna Maria Home with Saltwater Pool Near Beaches & Shopping - Sunrise Shore

9.4 out of 10, Exceptional, (46)
"This was a great stay, the only reason I didn't give a 5 star on everything was because we were missing a bedroom door on the main level. "
Anna Maria Home with Saltwater Pool Near Beaches & Shopping - Sunrise Shore
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.