Anna Maria Island Vacation Rentals

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Browse Select Anna Maria Island Vacation Homes

Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (158)
"This property was true to pictures, very beautiful private beach, and the surrounding areas were very well maintained. Our host was exceptional, and our gorgeous rental was spotless.I would absolutely recommend this rental!!"
The price is CA $478
CA $1,122 total
includes taxes & fees
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Property grounds
Escape to an island adventure!
10.0 out of 10, Exceptional, (97)
"This is our third stay and we’ll continue coming back. Jeff is a wonderful host, the house is clean and comes packed with all of the amenities you would need for a beach vacation."
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 CA $425
CA $681 total
includes taxes & fees
May 31 - Jun 1
Bridge Street Pier Beach House + Dog-friendly
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Shower, hair dryer, towels, soap
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
10.0 out of 10, Exceptional, (27)
"It was a perfect stay at coral cove! Gorgeous home with everything you need for a day at the beach. The short walk to the shore was perfect for us. We loved being able to take a beach break in the afternoon and spend some time in the pool then go back for the sunset. We love staying on the north end, and we will be back!"
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
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)
"This was our third stay at Boathouse Cottage and it never disappoints. Stocked with everything you need for your stay. Short stroll to the beach. We love the private pool. The pool is in the sun all day. A lot of the rentals have shaded pool areas which is not what I want coming from the north! We have already booked again for next year, we can’t wait!"
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, (67)
"Very spacious 3 bedroom/3 bath. Fun wall art throughout. Beds comfortable. Nice area. Easy drive to everything. Great communication with host."
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Property grounds
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (140)
"We loved this condo! Perfect location, nice a roomy, the little extras such a beach umbrella and floaties were so awesome! Only problem we had was, when we showed up our toilet flusher was broke and it took a couple days to get someone out to get it fixed. It didn’t change how amazing the trip was and didn’t really ruin anything for us."
The price is CA $219
CA $491 total
includes taxes & fees
Jun 17 - Jun 18
Anna Maria Beach Condo 1/1
Beach nearby, sun loungers, beach towels
Bean Point Gem awaits your stay!
9.6 out of 10, Exceptional, (170)
"We came to check this island because it was recommended to us and it was as good as described. The house was very clean and comfortable and Simon and Karen were very diligent. Totally recommend this house. One block from the beach entrance and very close to a couple of very picturesque piers with good restaurants around."
Bean Point Gem awaits your stay!
Beach nearby
Going Coastal by SeaBreeze Vacation
9.8 out of 10, Exceptional, (19)
"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
Beach nearby
Lake La Vista Beach House
9.2 out of 10, Wonderful, (20)
"We loved this property, would book with SATO again :)"
Lake La Vista Beach House
Outdoor dining
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
10.0 out of 10, Exceptional, (14)
"This is a great house, very nice, clean and a great beach view. Highly recommend this one!!"
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
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 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
Fridge, microwave, oven, stovetop
Single Level Home with Private Pool, 3 minutes to the beach! - Angelfish
9.6 out of 10, Exceptional, (50)
"The week spent at Angelfish turned out to be a great week after a bit of a rough start. When we arrived the house seemed to need alittle sprucing up which happened as soon as I called and brought attention to the things that needed addressing. Everything worked out in the end. Angelfish is located in a really cute neighborhood. It has a wonderful backyard. The screen porch was used a lot and the salt water pool is wonderful. Location is great, a five minute walk to the beach which is really...
The price is CA $410
CA $1,109 total
includes taxes & fees
Jun 3 - Jun 4
Single Level Home with Private Pool, 3 minutes to the beach! - Angelfish
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
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
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (21)
"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
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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

On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (155)
"Had an amazing stay. Will definitely be back!"
The price is CA $918
CA $1,152 total
includes taxes & fees
Jun 2 - Jun 3
Anna Maria Beach Resort
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (21)
"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
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (188)
"My favorite hotel to stay! Super clean and peaceful! My kids love the pool and beach is two minute walk. Stores and food are walking distance. "
The price is CA $513
CA $644 total
includes taxes & fees
May 30 - May 31
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
1,562
Accommodation
1101 Vacation Homes
Lowest Price
CA $239
Highest Price
CA $478

Recent Reviews in Anna Maria Island
Expedia verified reviews