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
Villa rentals with a pool
Villa in Sarasota
4.75 out of 5 average rating, 8 reviewsCharming 2/2 Village des Pins close to Siesta Key
Sep 3 – 10
Villa in Sarasota
4.88 out of 5 average rating, 42 reviewsParadise Villa- Sarasota
Oct 12 – 19
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
Nov 5 – 12
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Apr 22 – 29
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Sep 13 – 20
Villa in Siesta Key
4.81 out of 5 average rating, 64 reviewsParadise Villa on Siesta Key
Jul 10 – 17
Villa in North Port
4.93 out of 5 average rating, 58 reviewsLuxurious Family Villa with pool 29 min the beach
Dec 23 – 30
Villa in Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
Jun 9 – 16
Villa rentals with a hot tub
Villa in Sarasota
4.92 out of 5 average rating, 71 reviews"Relaxing & Private Retreat 8 Min. F. Siesta Beach
Jun 25 – Jul 2
Villa in Sarasota
4.93 out of 5 average rating, 29 reviewsWaterfront View Downtown Sarasota Kayaks Included
Apr 10 – 17
Villa in Sarasota
5.0 out of 5 average rating, 32 reviews7891 Timberwood, Sarasota, Florida
Aug 29 – Sep 5
Villa in Venice
5.0 out of 5 average rating, 22 reviewsSunrise Deluxe-Stunning heated pool & spa villa
Nov 3 – 10
Villa in Sarasota
4.88 out of 5 average rating, 16 reviewsBeautiful VILLAs on Palmer Ranch, near Siesta Key.
Jul 11 – 18
Villa in Palmetto
4.79 out of 5 average rating, 75 reviewsMediterranean Villa w/ Private Courtyard & Hot Tub
May 14 – 21
Villa in Bradenton
Safe and Clean-Pool home with hot tub
Jul 7 – 14
Villa in Sarasota
4.67 out of 5 average rating, 9 reviewsNear Siesta Key Beach, Hot Tub & Many amenities
Aug 27 – Sep 3
Private villa rentals
Villa in HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
Jan 18 – 25
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Jan 8 – 15
Villa in Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
Sep 29 – Oct 6
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Nov 6 – 13
Villa in Nokomis
4.9 out of 5 average rating, 10 reviewsSeahorse Shores - 409 Shore Road
Dec 13 – 20
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
Sep 9 – 16
Villa in Sarasota
4.88 out of 5 average rating, 26 reviewsThe Olive Turtle - A MCM Villa in Sarasota
Aug 30 – Sep 6
Villa in Bradenton Beach
4.86 out of 5 average rating, 22 reviewsShort walk to the beach! Unit A
Sep 21 – 28
Quick stats about villa rentals in Siesta Key
Total rentals
90 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
440 reviews
Nightly prices starting at
G$29,271 GYD before taxes and fees
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