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 Bradenton
4.83 out of 5 average rating, 136 reviewsElegant private home 3Bdr/3bth
Apr 11 – 18
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 Siesta Key
4.81 out of 5 average rating, 64 reviewsParadise Villa on Siesta Key
Oct 9 – 16
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 North Port
4.93 out of 5 average rating, 58 reviewsLuxurious Family Villa with pool 29 min the beach
Dec 23 – 30
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
Aug 21 – 28
Villa rentals with a hot tub
Villa in Sarasota
4.93 out of 5 average rating, 29 reviewsWaterfront View Downtown Sarasota Kayaks Included
Oct 16 – 23
Villa in Sarasota
4.92 out of 5 average rating, 71 reviews"Relaxing & Private Retreat 8 Min. F. Siesta Beach
Nov 25 – Dec 2
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 reviewsStunning Villa-heated pool & spa-very private
Nov 12 – 19
Villa in Sarasota
5.0 out of 5 average rating, 18 reviewsNEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Mar 30 – Apr 6
Villa in Sarasota
4.88 out of 5 average rating, 16 reviewsBeautiful VILLAs on Palmer Ranch, near Siesta Key.
May 4 – 11
Villa in Palmetto
4.79 out of 5 average rating, 75 reviewsMediterranean Villa w/ Private Courtyard & Hot Tub
Dec 9 – 16
Villa in Longboat Key
Beach Castle Resort, Direct Bay, Walk to Beach
Sep 28 – Oct 5
Private villa rentals
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
May 1 – 8
Villa in Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
Jun 29 – Jul 6
Villa in HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
Dec 25 – Jan 1
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
Feb 14 – 21
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Jun 22 – 29
Villa in Sarasota
4.85 out of 5 average rating, 72 reviewsUpdated Downtown Sarasota Villa, 2b/2b
Jan 13 – 20
Villa in Nokomis
4.9 out of 5 average rating, 10 reviewsSeahorse Shores - 409 Shore Road
Jul 24 – 31
Villa in Sarasota
4.88 out of 5 average rating, 26 reviewsThe Olive Turtle - A MCM Villa in Sarasota
Aug 31 – Sep 7
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
ﺩ.ﺇ514 before taxes and fees
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