Anna Maria Island Vacation Rentals

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Vacation Rentals in Anna Maria Island

Beach nearby, sun loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (232)
"This adorable little cottage is perfectly located! We could walk to restaurants, the beach and the free trolley. It was quiet and serene! The house was so clean, beautifully decorated and fully stocked! Cindy was a fantastic host! Thank you for helping make our reunion for our 35th anniversary as friends such a special experience. We will definitely be back!"
Charming cottage in quiet area, close to beach & bay.
Beach
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (174)
"Owner Will gave good information on check in and orientation instructions, enjoyed our short stay, great access to the beach."
The price is ￥19,424
per night
May 31 - Jun 1
Anna Maria Beach Condo 1/1
Beach nearby, sun loungers, beach towels
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
10.0 out of 10, Exceptional, (141)
"We loved this property! The location is perfect for a close walk to the beautiful beaches. The check in was a breeze. The renters provided everything you could possibly need, so we really ended up packing more than was even necessary. The renters got right back with us when we had a question. There was nothing to complain about with our stay. Thank you for making our vacation great!"
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
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The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, (65)
"The Pink House Unit B was one of the best units I have stayed using VRBO for years now. The pictures do it perfect justice. It’s a nice quaint space with a 1 min walk to beach. The unit is literally across the street from the beach which was quiet, not crowded at all. The only tiny drawback was the bathroom. The shower and toilet do need updates but don’t let that detour you one bit. Great place and location! I would rent again for sure!!!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Beach nearby, sun loungers, beach towels
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
9.8 out of 10, Exceptional, (131)
"My husband and I loved our stay at Villa B. The place was equipped with everything we needed for a great time. The location is great, walking distance to all the best restaurants and bars. We especially enjoyed the very comfortable bed with high end, super soft sheets. We will be back!"
The price is ￥29,369
per night
May 22 - May 23
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
On the beach, sun loungers, beach towels
Completely remodeled beach front condo with full ocean views, steps to the water
9.8 out of 10, Exceptional, (190)
"This is a lovely modern condo with excellent furnishings. This was an effortless vacation."
The price is ￥46,213
per night
May 22 - May 23
Completely remodeled beach front condo with full ocean views, steps to the water
Beach nearby
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
9.8 out of 10, Exceptional, (58)
"We had a wonderful week at Villa By The Sea #3! You can walk to the beach and lots ofshops and restaurants. Condo is small but nice for a couple."
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
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
Interior
Family Beachfront condo boasting 180-degree views. Steps from sand!
9.8 out of 10, Exceptional, (169)
"So close to the beach and walkable to the restaurants and shops."
Family Beachfront condo boasting 180-degree views. Steps from sand!
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!!!!
Outdoor dining
Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View
9.8 out of 10, Exceptional, (9)
"We had a great time visiting this adorable area. The condo is perfect and exactly what we needed and were looking for. Everything you could need on a quick or extended trip is there for you. Very walkable. Owner extremely easy to reach and accommodating. Thank you!"
The price is ￥26,261
per night
May 19 - May 20
Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View
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
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
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 ￥54,387
per night
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Outdoor pool, a heated pool
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
9.6 out of 10, Exceptional, (65)
"Artsy fun house comfortable and convenient to everything! Clean inside and out for the perfect family beach vacation!! I could live there!!"
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Property grounds
Vibrant Island Home w/ Pool, 1 Block to Beach
9.6 out of 10, Exceptional, (28)
"Home close to beach and restaurants."
Vibrant Island Home w/ Pool, 1 Block to Beach
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (154)
"Beautiful and peaceful setting"
The price is ￥87,064
per night
May 21 - May 22
Anna Maria Beach Resort
Sun loungers, beach towels
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, (184)
"Nice room, a little small but adequate, although an outside area for sitting (private) would have been nice. Excellent location across a busy street from a beautiful beach with a shady gazebo to sit in and next to a jet ski rental! Anna Maria Free Shuttle takes you up and down the island and runs every 20 minutes, with a stop very close by. Walking distance to the "Bridge Street" shopping and dining block!"
The price is ￥12,365
per night
Jun 7 - Jun 8
Anna Maria Sunsets - studio
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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 types of properties in Anna Maria Island you may be interested in

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
Private beach nearby, beach umbrellas, beach towels, beach massages
Silver Surf Gulf Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (1002)
"First, Renee at the front desk was VERY accommodating to the needs of my mother and helped us get into a room that had an elevator in the building. She was so nice and pleasant! The rooms were beautiful and clean. And the bathroom was gorgeous. The hotel is quiet and quaint and right across from the beach with chairs and umbrellas offered to guest! I will definitely be back soon! "
The price is ￥35,895
per night
May 28 - May 29
Silver Surf Gulf Beach Resort
2 outdoor pools, sun loungers
Tortuga Inn Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (631)
"This was our first time staying at The Tortuga Inn and our overall experience was excellent. Highly recommended "
Tortuga Inn 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.

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Recent reviews of Anna Maria Island properties
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