Search Vacation Homes in Anna Maria Island

Compare 999 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

Property grounds
Escape to an island adventure!
10.0 out of 10, Exceptional, (96)
"We had a great time during our stay. The location was perfect - just a short walk to the Gulf and Bay. The house was very comfortable, with great beds and a comfy couch, perfect for mid-day naps. It was well stocked with all the items we needed. We made good use of the beach chairs, umbrella, cooler, and wagon, and we're very thankful that these items were available as they made our beach experience much more enjoyable."
Escape to an island adventure!
Beach nearby
Bridge Street Pier Beach House + Dog-friendly
10.0 out of 10, Exceptional, (6)
"Enjoyed again. Great place to stay."
The price is $244
$422 total
includes taxes & fees
May 19 - May 20
Bridge Street Pier Beach House + Dog-friendly
Shower, hair dryer, towels, soap
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
10.0 out of 10, Exceptional, (25)
"We really enjoyed the house. It was perfect for 6 adults. The pool area was very relaxing. The home itself provided everything we needed and the property management was very accessible and answered us promptly with any questions we had. The house is easy access to the beach. We would definitely rent this property again."
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
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Property grounds
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (137)
"This was our third stay here and ne er disappoints...."
The price is $100
$284 total
includes taxes & fees
May 22 - May 23
Anna Maria Beach Condo 1/1
Beach nearby
Going Coastal by SeaBreeze Vacation
10.0 out of 10, Exceptional, (18)
"Nice intimate place: cozy; perfect for couple, or small family. Easy walk to the Gulf! Nicely situated. Would come again."
Going Coastal by SeaBreeze Vacation
Property grounds
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
10.0 out of 10, Exceptional, (12)
"Truly amazing location - right on the beach with amazing swimming and the sound of waves crashing at night. House was beautifully and thoughtfully designed, super clean and comfy! Would definitely come back 😊"
The price is $1,070
$1,983 total
includes taxes & fees
May 24 - May 25
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
Pool | Outdoor pool, a heated pool
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
10.0 out of 10, Exceptional, (179)
"This year two for us and we adore this villa whenever we visit AMI. It's a solid 5/5 across the board. With the boat dock, mornings are effortless; we wake up, get ready, hop on the boat and head straight to the beach or fishing spots. Giovanna, the host, is fantastic; communication with her is top-notch. The house easily accommodates our entire family. Looking forward to returning in the future!"
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
Property grounds
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
10.0 out of 10, Exceptional, (8)
"Very roomy rental with multiple amenities right in the heart of it all!"
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Pool | A heated pool
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
10.0 out of 10, Exceptional, (97)
"This was our 2nd year staying at Rum Cove and we would definitely book this house again. The property managers were very responsive to one minor issue that we had on check in. The house is in walking distance to the beach, the pier and many restaurants and shops."
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
View from property
Updated, Charming Florida Cottage
10.0 out of 10, Exceptional, (24)
"It was our first time on Anna Marie Island. The location was great towards most things and the property was perfect/above expectations for us! I think we'll book again next year!!!"
Updated, Charming Florida Cottage
A heated pool
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach
10.0 out of 10, Exceptional, (1)
"In Summe großartig. Sauber, gemütlich, gute Lage. Alles fein. Nicht so gut, war das kaum vorhandene Internet (langsam, ständig on-/offline) und dass der Door Code nicht der Richtige war und ich erst telefonieren musste um einen zu bekommen, der funktioniert."
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach
Beach nearby, sun loungers, beach towels
Charming house with private heated pool, lanai. Great location to beach & shops
10.0 out of 10, Exceptional, (145)
"Your home was all that we needed and then some. It was a nice break to get away from the rainy cool weather in New York. We had a wedding to go to and it was from walking distance so that was a plus. Never been to the west side of Florida before let alone the island. Beautiful and breathtaking. Thanks again."
Charming house with private heated pool, lanai. Great location to beach & shops
Beach nearby, sun loungers, beach towels
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
9.8 out of 10, Exceptional, (64)
"We booked this adorable two bedroom duplex for four nights to go to Anna Maria for a family wedding. We had no idea about the island and ended up in the loveliest quiet little neighborhood in beans point. The unit was exactly as it was described and as it looks in the pictures, the owner was incredibly responsive and helpful and I would highly recommend this adorable spot for anyone looking for an affordable, immaculate, quiet place on the island."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
A heated pool
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
9.8 out of 10, Exceptional, (100)
"We enjoyed our stay at Bay - Canal Waterfront! We enjoyed the amenities - the pool is beautiful, large and in the sun all day but plenty of shady areas if you want that too. The kayaks were enjoyed as well and we did have some manatee sightings! We enjoyed the golf cart as well! The layout of the house is 2 separate areas with a full unit on top and on bottom. The only complaint we had which cannot be controlled by the owner is the smell of the muck that congregates at the end of the canal which...
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
Outdoor pool, a heated pool
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
9.8 out of 10, Exceptional, (156)
"PROPERTY WAS IN A PERFECT LOCATION ON THE ISLAND Had a fantastic week."
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
Beach nearby, sun loungers, beach towels
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
9.8 out of 10, Exceptional, (65)
"We had a wonderful time! Thanks for the beautiful place to stay!"
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Beach nearby, sun loungers, beach towels
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
9.8 out of 10, Exceptional, (257)
"I rented this entire house for my sons wedding on Anna Maria Island. Giving 5 stars for this place feels like an injustice. The location is perfect-a short walk to watch the sunrise on the bay or the sunset from the beach. Plenty of parking, but who needs a car when there’s a free trolley right out your door to take you anywhere on the island. No need to pack for the beach. This property provides anything you would ever need, from chairs to towels to beach toys, and a wagon to load it all in....
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
Beach nearby
Blue Lagoon North by SeaBreeze Vacation
9.8 out of 10, Exceptional, (24)
"Very nice and clean. Fully equipped with beach cart and umbrellas"
Blue Lagoon North by SeaBreeze Vacation
Beach nearby, sun loungers, beach towels
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
9.8 out of 10, Exceptional, (174)
"We were pleasantly surprised when we pulled up to house. The cleaning crew was finishing up and we asked if we could sit poolside. Yes! We used the restroom and hung outside while they finished. Our groceries got delivered and we settled in for wonderful week! Our upstairs neighbors were wonderful and sharing the pool and back yard was easy. Would love to come back!!!"
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (157)
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses need updating. Again, the location and views are stunning and we had the best time playing on the beach and in the water all day, but for the expensive cost per night, we were...
The price is $350
$821 total
includes taxes & fees
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
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See all available properties in Anna Maria Island
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.

Other property types in Anna Maria Island

A heated pool
Perfectly Located Home with Pool and Spa
9.6 out of 10, Exceptional, (20)
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is pretty small but has different sections to explore. We enjoyed Coquina beach for a coupem hours one day, the restaurants were good very vactiony normal island grub type places. We did enjoy a great meal...
Perfectly Located Home with Pool and Spa
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (153)
"Beautiful and peaceful setting"
The price is $575
$721 total
includes taxes & fees
May 19 - May 20
Anna Maria Beach Resort
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.0 out of 10, Wonderful, (184)
"Very nice rooms. Lots of space. Newly renovated. Walking distance to everything and great pool. "
The price is $347
$435 total
includes taxes & fees
May 19 - May 20
Pelican Post at Anna Maria Island Inn
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.

Anna Maria Island Vacation Homes information

Number of reviews
1,694
Accommodation
999 Vacation Homes
Lowest Price
$100
Highest Price
$1,070

Recent reviews of Anna Maria Island hotels
Expedia verified reviews

Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

5/5 Excellent
"This was our first time staying at The Tortuga Inn and our overall experience was excellent. Highly recommended "
A verified traveler stayed at Tortuga Inn Beach Resort
Posted 3 days ago
Tortuga Inn Beach Resort