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
Villa in Sarasota
5.0 out of 5 average rating, 22 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
Villa in Gulfport
5.0 out of 5 average rating, 23 reviewsCozy funky duplex with KING bed
Villa in Largo
4.98 out of 5 average rating, 92 reviewsQuiet 3BD Huge Tropical Garden & Patio. 5min Beach
Villa in Largo
4.98 out of 5 average rating, 42 reviewsClose to Beaches! Basil House
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in Largo
4.87 out of 5 average rating, 15 reviewsCozy Villa with a Pool
Villa in Bradenton
5.0 out of 5 average rating, 28 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
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, 39 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Villa in Siesta Key
5.0 out of 5 average rating, 48 reviewsSiesta Key Pineapple Beach House Pool Beach view!
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 53 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Bradenton Beach
4.83 out of 5 average rating, 24 reviewsShort walk to the beach! Unit A
Villa in Sarasota
5.0 out of 5 average rating, 65 reviewsModern Retreat Close to Beaches |Pool|Game room
Villa in Seminole
4.98 out of 5 average rating, 44 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Villa in Bradenton
4.5 out of 5 average rating, 4 reviewsBermuda style house on a bayou
Villa rentals with a pool
Villa in Dunedin
4.6 out of 5 average rating, 10 reviewsSeaside Paradise
Villa in Largo
4.92 out of 5 average rating, 76 reviewsSolar Heated Pool Paradise/5mins 2 beach/Games/BBQ
Villa in Seminole
4.96 out of 5 average rating, 26 reviewsTuscan Villa*Minutes from Redington Beach
Villa in Seminole
4.96 out of 5 average rating, 28 reviewsRenovated 3-bedroom villa with solar heated pool
Villa in Sarasota
4.87 out of 5 average rating, 46 reviewsParadise Villa- Sarasota
Villa in Sarasota
Sarasota Resort-Like Living Near Siesta Key For 10
Villa in Sarasota
4.78 out of 5 average rating, 9 reviewsCharming 2/2 Village des Pins close to Siesta Key
Villa in Sarasota
4.91 out of 5 average rating, 47 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
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