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Villa vacation rentals in Anna Maria Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Anna Maria Island
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island villa rentals
Private villa rentals
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-39651012/original/ca6696d2-560e-498f-abf6-92d833158671.jpeg?im_w=720)
Villa in HOLMES BEACH
4.95 out of 5 average rating, 37 reviewsSteps from the beach 2BR @Manatee Beach
![](https://a0.muscache.com/im/pictures/51cbb5f9-1dbd-413c-bc41-507a2845a808.jpg?im_w=720)
Villa in Indian Rocks Beach
4.9 out of 5 average rating, 87 reviewsWaterfront Saltwater Pool Villa A+ Location!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-699449572686883237/original/d74d883d-df1d-4e6d-8fae-cceb7198cb08.jpeg?im_w=720)
Villa in Sarasota
5 out of 5 average rating, 68 reviewsModern Retreat Close to Beaches |Pool|Game room
![](https://a0.muscache.com/im/pictures/miso/Hosting-1069514842330750470/original/464a4a26-ec87-4013-adf5-d21642c33a12.jpeg?im_w=720)
Villa in Gulfport
5 out of 5 average rating, 28 reviewsCozy funky duplex with KING bed
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1016487321375077535/original/00162ce3-0cb3-43a5-88c7-6ce82d4ad169.png?im_w=720)
Villa in Clearwater
5 out of 5 average rating, 13 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
![](https://a0.muscache.com/im/pictures/9fe7470d-a349-4bd8-ad22-d0dc6c96d912.jpg?im_w=720)
Villa in Bradenton
5 out of 5 average rating, 23 reviews'The Gathering Place' Oasis with Huge Heated Pool
![](https://a0.muscache.com/im/pictures/cf5947fc-92c6-4c51-9493-eca07d258d25.jpg?im_w=720)
Villa in Bradenton
5 out of 5 average rating, 29 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1116316193672458383/original/6a1ca33b-7ea7-4f1a-815d-de53a8b435a4.jpeg?im_w=720)
Villa in Sarasota
5 out of 5 average rating, 6 reviewsSarasota Resort-Like Living Near Siesta Key For 10
Luxury villa rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-837712884824363370/original/42fbbaeb-af4f-463c-989b-e5a14d8555ff.jpeg?im_w=720)
Villa in Sarasota
5 out of 5 average rating, 23 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
![](https://a0.muscache.com/im/pictures/miso/Hosting-609236281334848181/original/2ddcbf4d-cedb-4b26-997e-5b768110e730.jpeg?im_w=720)
Villa in Indian Rocks Beach
4.93 out of 5 average rating, 55 reviewsThe Emerald Villa, Eco-Luxury by the Sea
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-43515275/original/53c13c35-da43-4b8f-8677-a22d7ce7cf3d.jpeg?im_w=720)
Villa in Bradenton Beach
4.71 out of 5 average rating, 38 reviewsShort walk to the beach! Unit B
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTM5MjYxNjk%3D/original/73840219-fd1a-494e-b1e4-d6b919289f27.jpeg?im_w=720)
Villa in Seminole
4.98 out of 5 average rating, 47 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
![](https://a0.muscache.com/im/pictures/miso/Hosting-737043932928874224/original/603a93b6-08c8-4016-8916-5070dce86050.jpeg?im_w=720)
Villa in Seminole
4.96 out of 5 average rating, 26 reviewsTuscan Villa*Minutes from Redington Beach
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-614448671344632013/original/a4394c6b-4518-43f0-b178-f69fcc529127.jpeg?im_w=720)
Villa in Osprey
5 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
![](https://a0.muscache.com/im/pictures/miso/Hosting-587109953212837013/original/98374480-78fd-4b7b-8c52-78e7ad23f6b7.jpeg?im_w=720)
Villa in Tampa
5 out of 5 average rating, 25 reviews(BAYC) Heated Pool Villa. Boat rental available
![](https://a0.muscache.com/im/pictures/5d472c18-3a53-4fbb-b382-435b905011d4.jpg?im_w=720)
Villa in Tampa
4.89 out of 5 average rating, 61 reviewsCasa Azul Tampa: 5BR Waterfront Villa with Pool
Villa rentals with a pool
![](https://a0.muscache.com/im/pictures/d9f7b6c2-eb6d-40fd-b98e-e247c5aaaa11.jpg?im_w=720)
Villa in Sarasota
5 out of 5 average rating, 36 reviews7891 Timberwood, Sarasota, Florida
![](https://a0.muscache.com/im/pictures/miso/Hosting-742947516306839680/original/0a40fa0e-0980-4e71-8017-fa69d0c31334.jpeg?im_w=720)
Villa in Sarasota
4.87 out of 5 average rating, 46 reviewsParadise Villa- Sarasota
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Villa in Largo
4.88 out of 5 average rating, 16 reviewsCozy Villa with a Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-598788732780214172/original/72f3f6c5-73ed-499d-a46e-cda78858e3c2.jpeg?im_w=720)
Villa in Largo
4.92 out of 5 average rating, 79 reviewsSolar Heated Pool Paradise/5mins 2 beach/Games/BBQ
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50619016/original/9f0e685c-f713-4f05-87f3-c0ac3511606a.png?im_w=720)
Villa in Sarasota
4.92 out of 5 average rating, 48 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
![](https://a0.muscache.com/im/pictures/2dd7b6e7-a249-4401-9193-16a1aad006f5.jpg?im_w=720)
Villa in Siesta Key
4.82 out of 5 average rating, 67 reviewsParadise Villa on Siesta Key
![](https://a0.muscache.com/im/pictures/miso/Hosting-705153897695599294/original/6f448e55-289e-48cb-9517-0fd2ba38f291.jpeg?im_w=720)
Villa in Largo
4.9 out of 5 average rating, 48 reviewsStunning waterfront home w/ pool, all new inside!
![](https://a0.muscache.com/im/pictures/miso/Hosting-882105789500043094/original/ed3c3b36-9e4c-4fad-a8cd-f568b99f0b72.jpeg?im_w=720)
Villa in Riverview
4.89 out of 5 average rating, 27 reviewsBrand New house with pool and much more
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