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, 137 reviewsElegant private home 3Bdr/3bth
Apr 1 – 8
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Apr 12 – 19
Villa in Bradenton
5.0 out of 5 average rating, 16 reviewsTranquil Tide Villa 1
Apr 24 – May 1
Villa in Sarasota
4.75 out of 5 average rating, 8 reviewsCharming 2/2 Village des Pins close to Siesta Key
Aug 25 – Sep 1
Villa in Sarasota
4.88 out of 5 average rating, 43 reviewsParadise Villa- Sarasota
Aug 9 – 16
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
Sep 18 – 25
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
Aug 27 – Sep 3
Villa in Englewood
4.97 out of 5 average rating, 35 reviewsExquisite Fun Villa, Pvt Pool, Game Rm,6 min-Beach
Dec 12 – 19
Villa rentals with a hot tub
Villa in Sarasota
4.93 out of 5 average rating, 29 reviewsWaterfront View Downtown Sarasota Kayaks Included
Sep 14 – 21
Villa in Sarasota
4.92 out of 5 average rating, 71 reviews"Relaxing & Private Retreat 8 Min. F. Siesta Beach
Jul 22 – 29
Villa in Venice
5.0 out of 5 average rating, 22 reviewsCoastal Elegance-heated pool & spa villa
Oct 27 – Nov 3
Villa in Sarasota
5.0 out of 5 average rating, 33 reviews7891 Timberwood, Sarasota, Florida
Nov 21 – 28
Villa in Sarasota
5.0 out of 5 average rating, 18 reviewsNEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Feb 4 – 11
Villa in Sarasota
4.88 out of 5 average rating, 16 reviewsBeautiful VILLAs on Palmer Ranch, near Siesta Key.
May 21 – 28
Villa in Palmetto
4.79 out of 5 average rating, 75 reviewsMediterranean Villa w/ Private Courtyard & Hot Tub
Dec 15 – 22
Villa in Bradenton
Safe and Clean-Pool home with hot tub
Jul 7 – 14
Private villa rentals
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
Dec 6 – 13
Villa in Holmes Beach
5.0 out of 5 average rating, 11 reviewsWaterfront in Paradise
Nov 20 – 27
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Jun 10 – 17
Villa in North Port
4.75 out of 5 average rating, 12 reviews"Nature Escape" Modern Villa with Heated Pool
May 11 – 18
Villa in Bradenton
4.86 out of 5 average rating, 7 reviewsExecutive 2-Bedroom Villa LECOM Park, Anna Maria
Jun 28 – Jul 5
Villa in HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
Dec 22 – 29
Villa in Bradenton
4.83 out of 5 average rating, 30 reviewsSpectacular waterfront villa on sunny Riverwalk!
Jun 27 – Jul 4
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Jan 2 – 9
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
$140 before taxes and fees
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