Villa vacation rentals in Siesta Beach
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Top-rated villa rentals in Siesta Beach
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 Beach villa rentals
Private villa rentals
Villa in Sarasota
4.88 out of 5 average rating, 42 reviewsParadise Villa- Sarasota
Sep 16 – 23
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Apr 22 – 29
Villa in Siesta Key
4.82 out of 5 average rating, 65 reviewsParadise Villa on Siesta Key
Apr 17 – 24
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
Aug 10 – 17
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Jun 23 – 30
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Sep 13 – 20
Villa in Nokomis
4.9 out of 5 average rating, 10 reviewsSeahorse Shores - 409 Shore Road
Jun 5 – 12
Villa in HOLMES BEACH
4.96 out of 5 average rating, 27 reviewsGreat location near Manatee Beach 1BR at Casa Coco
Apr 16 – 23
Luxury villa rentals
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Nov 14 – 21
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Nov 16 – 23
Villa in Bradenton Beach
4.7 out of 5 average rating, 37 reviewsShort walk to the beach! Unit B
Jul 10 – 17
Villa in Bradenton
4.5 out of 5 average rating, 4 reviewsBermuda style house on a bayou
May 24 – 31
Villa in Bradenton
New Luxury Home near IMG Academy & Anna Maria Isl
Sep 11 – 18
Villa in Sarasota
4.5 out of 5 average rating, 8 reviewsLido Villa, steps from the beach, with heated pool
Dec 12 – 19
Villa in Anna Maria
4.64 out of 5 average rating, 28 reviewsCondo with Views - Bay Vista at Bayside Bungalow
Jan 13 – 20
Villa in Holmes Beach
4.67 out of 5 average rating, 6 reviewsDarling 4BR Gulffront | Patio | W/D
Jan 16 – 23
Villa rentals with a pool
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
May 11 – 18
Villa in Sarasota
4.67 out of 5 average rating, 3 reviewsSarasota Jungle Garden Villa
Mar 24 – 31
Villa in Venice
5.0 out of 5 average rating, 6 reviewsBeautifully Remodeled Anna-vacation home
Dec 7 – 14
Villa in Bradenton
4.8 out of 5 average rating, 20 reviewsGulf Coast Retreat - Private Pool, BBQ, Pets OK
May 13 – 20
Villa in Sarasota
5.0 out of 5 average rating, 19 reviewsVilla Siesta, Secret Downtown Treasure-heated Pool
Mar 26 – Apr 2
Villa in Siesta Key
4.47 out of 5 average rating, 34 reviewsBeautiful property on Siesta Key from bay to beach
May 29 – Jun 5
Villa in Siesta Key
5.0 out of 5 average rating, 5 reviewsModern, Walkable, Updated, Private.
Jun 22 – 29
Villa in Siesta Key
5.0 out of 5 average rating, 7 reviewsWelcome to Casa Covella in Polynesian Gardens
Jun 1 – 8
Destinations to explore
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