Villa vacation rentals in Siesta Key
Find and book unique villas on Airbnb
Top-rated villa rentals in Siesta Key
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 Siesta Key villa rentals
Private villa rentals
Villa in North Port
4.86 out of 5 average rating, 21 reviewsCheerful 3-bed villa with heated pool+beach staff
Villa in Bradenton
4.58 out of 5 average rating, 36 reviewsCortez Gardens #11, Close to Beach, 3B2B 8 people
Villa in Palmetto
5 out of 5 average rating, 18 reviewsThe Sea House
Villa in Venice
5 out of 5 average rating, 10 reviewsNEW LUXURY 3 BEDROOMS VILLA WITH PATIO
Villa in Sarasota
5 out of 5 average rating, 17 reviewsSarasota Resort-Like Living Near Siesta Key For 10
Villa in Holmes Beach
5 out of 5 average rating, 14 reviewsWaterfront in Paradise
Villa in Sarasota
4.9 out of 5 average rating, 29 reviewsThe Olive Turtle
Villa in Bradenton
5 out of 5 average rating, 3 reviewsGarden House with Pool & Spa
Luxury villa rentals
Villa in Anna Maria
5 out of 5 average rating, 4 reviewsBean Point Residence Unit B by SeaBreeze Vacation
Villa in Holmes Beach
Villa by the Sea managed by Beach Retreats
Villa in Anna Maria
5 out of 5 average rating, 4 reviews2BR 1st-floor | Patio | Pool | Dog Friendly | W/D
Villa in Terra Ceia
5 out of 5 average rating, 10 reviewsPrivate Island Villa, Amazing Views, Kayaking
Villa in Bradenton
4.63 out of 5 average rating, 8 reviews6BR Heated Pool Triplex Perfect for Gatherings
Villa in Ruskin
4.97 out of 5 average rating, 38 reviewsSunset Paradise - no damage from Helene
Villa in Holmes Beach
4.67 out of 5 average rating, 6 reviewsDarling 4BR Gulffront | Patio | W/D
Villa in Siesta Key
Siesta Key at Sunset-Top Floor
Villa rentals with a pool
Villa in Holmes Beach
Stylish 4BR | Patio | Pool | W/D
Villa in Bradenton Beach
4.75 out of 5 average rating, 4 reviewsStarfish East- Beautiful Villa with amazing
Villa in Bradenton
4.67 out of 5 average rating, 3 reviewsVilla Bookelia - 4 Bedroom Pool Home
Villa in Siesta Key
5 out of 5 average rating, 15 reviewsSiesta Key Villa with beach to bay access.
Villa in Venice
5 out of 5 average rating, 5 reviewsVIlla Venice
Villa in Sarasota
Newly Remodeled Luxury Beach Villa on Siesta Key!
Villa in Venice
5 out of 5 average rating, 7 reviewsBeautifully Remodeled Anna-vacation home
Villa in Siesta Key
4.92 out of 5 average rating, 13 reviewsPrivate villa, 6 min walk to beach/grocery/food
Quick stats about villa rentals in Siesta Key
Total rentals
110 properties
Nightly prices starting at
$130 before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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