Villa vacation rentals in Anna Maria Island
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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
Villa in Indian Rocks Beach
4.9 out of 5 average rating, 86 reviewsWaterfront Villa, private heated Saltwater Pool
Villa in Bradenton
4.88 out of 5 average rating, 8 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Villa in Gulfport
5.0 out of 5 average rating, 21 reviewsCozy funky duplex with KING bed
Villa in Siesta Key
4.91 out of 5 average rating, 56 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Villa in Largo
5.0 out of 5 average rating, 6 reviewsClose to Beaches! Mint House
Villa in Largo
4.87 out of 5 average rating, 15 reviewsCozy Villa with a Pool
Villa in Clearwater
5.0 out of 5 average rating, 10 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
Villa in Sarasota
5.0 out of 5 average rating, 10 reviewsModern Vacation Villa 4 miles to Siesta Key
Luxury villa rentals
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 36 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Villa in Sarasota
5.0 out of 5 average rating, 21 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 53 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Largo
4.97 out of 5 average rating, 33 reviewsLuxury Cristiano Manor - 8BR Amazing Pool
Villa in Thonotosassa
5.0 out of 5 average rating, 18 reviewsLakeside Villa
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Villa in Bradenton Beach
4.87 out of 5 average rating, 23 reviewsShort walk to the beach! Unit A
Villa in Sarasota
5.0 out of 5 average rating, 64 reviewsModern Retreat Close to Beaches |Pool|Game room
Villa rentals with a pool
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in Tampa
5.0 out of 5 average rating, 54 reviewsLuxury home in the heart of South Tampa & POOL!
Villa in Largo
4.91 out of 5 average rating, 94 reviewsPoolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
Villa in Riverview
4.88 out of 5 average rating, 26 reviewsBrand New house with pool and much more
Villa in Largo
4.91 out of 5 average rating, 45 reviewsStunning waterfront home w/ pool, all new inside!
Villa in Largo
4.67 out of 5 average rating, 55 reviewsThe Blue Villa - Luxury Clearwater - Heated pool
Villa in Siesta Key
4.82 out of 5 average rating, 66 reviewsParadise Villa on Siesta Key
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