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 Bradenton
5.0 out of 5 average rating, 16 reviewsTranquil Tide Villa 1
Dec 26 – Jan 2
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
Oct 31 – Nov 7
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beaches |Pool|Game room
Nov 14 – 21
Villa in Siesta Key
4.91 out of 5 average rating, 55 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Apr 10 – 17
Villa in Largo
4.83 out of 5 average rating, 12 reviewsCozy Villa with a Private Pool.
Oct 2 – 9
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Jul 1 – 8
Villa in Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
Dec 2 – 9
Villa in Largo
5.0 out of 5 average rating, 4 reviewsClose to Beaches! Mint House
Aug 27 – Sep 3
Luxury villa rentals
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
Oct 7 – 14
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Apr 28 – May 5
Villa in Sarasota
5.0 out of 5 average rating, 21 reviewsVacation Luxury Villa/ Heated Pool -Beach Access
Apr 19 – 26
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Dec 5 – 12
Villa in Dunedin
5.0 out of 5 average rating, 3 reviewsLuxury Retreat Near Golf, Beach & Shopping | 7B,5B
Aug 25 – Sep 1
Villa in Largo
4.96 out of 5 average rating, 57 reviewsLakeside Retreat-4plex Sleeps 20
Oct 28 – Nov 4
Villa in Seminole
4.98 out of 5 average rating, 41 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Aug 25 – Sep 1
Villa in Bradenton Beach
4.7 out of 5 average rating, 37 reviewsShort walk to the beach! Unit B
Dec 24 – 31
Villa rentals with a pool
Villa in Tampa
5.0 out of 5 average rating, 52 reviewsLuxury home in the heart of South Tampa & POOL!
Aug 17 – 24
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
May 31 – Jun 7
Villa in Largo
4.91 out of 5 average rating, 92 reviewsPoolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach
Apr 14 – 21
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Jan 20 – 27
Villa in Seminole
4.96 out of 5 average rating, 25 reviewsTuscan Villa*Minutes from Redington Beach
Sep 11 – 18
Villa in Largo
4.91 out of 5 average rating, 70 reviewsSolar Heated Pool Paradise/5mins 2 beach/Games/BBQ
Jun 10 – 17
Villa in Sarasota
4.88 out of 5 average rating, 43 reviewsParadise Villa- Sarasota
Sep 21 – 28
Villa in Largo
4.91 out of 5 average rating, 45 reviewsStunning waterfront home w/ pool, all new inside!
Mar 6 – 13
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