Search Anna Maria Island Villa Rentals from CA $266

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Browse Select Anna Maria Island Villas

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, (142)
"We loved everything about our bungalow- super clean, five minute walk to the beach with all included beach amenities, would rent again in a second!"
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Beach nearby
Bean Point Unit A by SeaBreeze Vacation
10.0 out of 10, Exceptional, (1)
"Location and premise was great. I prefer to do my communications through the VRBO app and disappointed when I am forced to communicate directly with a property management company. This request was not accommodated. But the property is beautiful and loved everything about it."
Bean Point Unit A by SeaBreeze Vacation
Aerial view
Beachy Villa with Shared Pool - Bayside Cutie at Bayside Bungalow
9.2 out of 10, Wonderful, (59)
"Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway."
The price is CA $294
CA $716 total
includes taxes & fees
Jun 2 - Jun 3
Beachy Villa with Shared Pool - Bayside Cutie at Bayside Bungalow
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Beach nearby
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
9.8 out of 10, Exceptional, (31)
"Beautiful one bedroom with large living area right across the street from the bay! What a wonderful first time to Anna Maria Island! we will be back many times in the future!"
The price is CA $266
CA $757 total
includes taxes & fees
May 30 - May 31
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
Property grounds
⚓Sea Site Retreat Unit B! Great attractions nearby! Short walk to the beach!⚓
9.2 out of 10, Wonderful, (24)
"This place was just what we needed. So close to the beach. Easy to get around town..."
⚓Sea Site Retreat Unit B! Great attractions nearby! Short walk to the beach!⚓
Beach nearby, sun loungers, beach towels
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
10.0 out of 10, Exceptional, (86)
"Palm Oasis is well situated in the Holmes beach area of Anna Maria island Only five minutes walk from the beach and a couple of minutes to the free trolley stop Pool has plenty shade and chairs Kitchen well equipped We had a fantastic time"
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Beach nearby
Vacay in luxury! So close to the beach!
9.6 out of 10, Exceptional, (48)
"We came here to relax and rest. It was exactly what we were looking for. Pool, close to beach and the free trolley can take you anywhere you might want to go on the island. 😎☀️🏝️"
The price is CA $294
CA $661 total
includes taxes & fees
Jun 18 - Jun 19
Vacay in luxury! So close to the beach!
Interior
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
9.8 out of 10, Exceptional, (115)
"The property was really nice and the location was great. Close to the beach and all things that you would need. Grocery store, restaurants, gas station, shops."
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Beach nearby
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
9.8 out of 10, Exceptional, (53)
"We had an amazing trip the condo was gorgeous and we loved the pool. It was a very walkable distance to the beach."
The price is CA $348
CA $788 total
includes taxes & fees
Jun 18 - Jun 19
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
Beach nearby
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
9.6 out of 10, Exceptional, (88)
"Great location Had all amenities needed( host even provided a turkey pan). Would definitely go back. Beds a little noisy box springs. Kitchen trash can a little small to accommodate large group. Also would of been nice to have broom available"
The price is CA $683
CA $1,411 total
includes taxes & fees
Jun 2 - Jun 3
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
A heated pool
Amazing Villa at Islands West Resort! Close to beach with pool!
9.8 out of 10, Exceptional, (43)
"The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice."
The price is CA $266
CA $625 total
includes taxes & fees
May 28 - May 29
Amazing Villa at Islands West Resort! Close to beach with pool!
Beach nearby
Adorable luxury Resort Unit in a perfect location! Great Pool area!
9.6 out of 10, Exceptional, (49)
"Nice unit, but a bit difficult without a washer and dryer in the unit and one can easily be put in in the closet of the main bedroom. We asked for more towels and were told they would be coming, but none were delivered. The kitchen was nicely equipped with what we needed and we liked the pool, outdoor patio, and proximity to the pier. Thank you for a lovely stay."
The price is CA $478
CA $1,050 total
includes taxes & fees
Jun 2 - Jun 3
Adorable luxury Resort Unit in a perfect location! Great Pool area!
Beach nearby
Luxury villa at Islands West Resort, near beach, with pool!
9.6 out of 10, Exceptional, (20)
"I would definitely rent this again"
The price is CA $376
CA $831 total
includes taxes & fees
Jun 3 - Jun 4
Luxury villa at Islands West Resort, near beach, with pool!
Outdoor pool, a heated pool
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
9.8 out of 10, Exceptional, (124)
"House, pool, parking and location are perfect. 200m walk to the beach and skinny’s bar just around the corner. We loved the island and will definitely be back."
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
Beach nearby
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
9.6 out of 10, Exceptional, (64)
"Beautiful place and pictures don’t make it justice. Property was well maintained and pool was area was clean, peaceful and relaxing. Everything was to our expectations and more! Not our first time on the island, but our first at Blissful Bay. We would recommend and stay there again. Thanks"
The price is CA $478
CA $1,127 total
includes taxes & fees
May 30 - May 31
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
Exterior
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
8.8 out of 10, Excellent, (8)
"We love our vacations on AMI (since 2015) and this year was no different. The unit was perfect for us (3 people). A very short walk to the beach and good location to Pine and north of the island. Layout of the unit was unique but everything was provided - beach chairs, wagon, cooler, towels, etc. Beds need an update though but that is a minor point."
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Aerial view
Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
9.0 out of 10, Wonderful, (2)
"This little gem was perfect for us this weekend. The location is excellent and the property is beautiful. There were a few things that we all complained about. The owner must have access to the air conditioner temperature. We could not lower the temp below 73 degrees so sleeping was very sweaty and uncomfortable. This morning when we got up to leave, the temperature was set to 78 degrees. The temperature was very uncomfortable. There are no wash clothes in the home, so bring your own. There also...
Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
On the beach
Adorable beachfront rental in a great location with Gulf access right outside
8.4 out of 10, Very good, (55)
"Property is old and needs updating and some paint. Back door is clear glass with no privacy. We had to cover glass with black garbage bags since there were no blinds or curtains. Bathroom needs updated. Dirt between wall and washer/dryer."
Adorable beachfront rental in a great location with Gulf access right outside
Dining
Steps from the Beach 2BR
9.4 out of 10, Exceptional, (12)
"It was very clean! Great location and can walk to the beach, Publix and Skinny’s :)"
Steps from the Beach 2BR
Aerial view
Cute ground-level Villa, Pet Friendly and so close to the beach!
9.6 out of 10, Exceptional, (24)
"Great neighborhood. Quiet and friendly. House is small- like a 2 bedroom apt, but it was fine for us- as we were only two. Nice backyard. Primary bathroom should be updated. Hence the 4 star instead of 5 star review."
Cute ground-level Villa, Pet Friendly and so close to the beach!
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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

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 $474
CA $594 total
includes taxes & fees
May 28 - May 29
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 Villas information

Number of reviews
968
Accommodation
47 Villas
Lowest Price
CA $266
Highest Price
CA $683

Recent Reviews in Anna Maria Island
Expedia verified reviews