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
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Jul 18 – 25
Villa in Siesta Key
4.82 out of 5 average rating, 65 reviewsParadise Villa on Siesta Key
Dec 31 – Jan 7
Villa in Sarasota
5.0 out of 5 average rating, 8 reviewsModern Vacation Villa 4 miles to Siesta Key
Jan 4 – 11
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Nov 9 – 16
Villa in Sarasota
4.88 out of 5 average rating, 42 reviewsParadise Villa- Sarasota
Sep 18 – 25
Villa in Sarasota
4.98 out of 5 average rating, 52 reviewsNEW Luxury 4/3 Home By Downtown, Beach & Keys
Aug 4 – 11
Villa in HOLMES BEACH
4.94 out of 5 average rating, 35 reviewsSteps from the beach 2BR @Manatee Beach
Nov 24 – Dec 1
Villa in Venice
4.81 out of 5 average rating, 31 reviewsGondola Dr house with private swimming pool
Sep 13 – 20
Luxury villa rentals
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Nov 15 – 22
Villa in Sarasota
4.91 out of 5 average rating, 44 reviewsSiesta Key Palm Paradise w/ Heated Salt Water Pool
Mar 14 – 21
Villa in Bradenton Beach
4.7 out of 5 average rating, 37 reviewsShort walk to the beach! Unit B
Dec 24 – 31
Villa in Bradenton
4.5 out of 5 average rating, 4 reviewsBermuda style house on a bayou
May 27 – Jun 3
Villa in Bradenton
New Luxury Home near IMG Academy & Anna Maria Isl
Jul 15 – 22
Villa in Longboat Key
Beach Castle Resort, Direct Bay, Walk to Beach
Jul 18 – 25
Villa in Sarasota
5.0 out of 5 average rating, 16 reviewsCourtyard Villa w/Pool, Spa & Sauna close to Beach
Nov 17 – 24
Villa in Sarasota
4.5 out of 5 average rating, 8 reviewsLido Villa, steps from the beach, with heated pool
Jan 22 – 29
Villa rentals with a pool
Villa in Sarasota
4.83 out of 5 average rating, 23 reviewsCheerful 4-bedroom Villa with pool
Aug 9 – 16
Villa in North Port
5.0 out of 5 average rating, 24 reviewsStunning Retreat: Endless Summer Villa-Heated Pool
Aug 25 – Sep 1
Villa in Bradenton
5.0 out of 5 average rating, 22 reviews'The Gathering Place' Oasis with Huge Heated Pool
May 27 – Jun 3
Villa in North Port
4.88 out of 5 average rating, 17 reviewsCheerful 3-bed villa with heated pool (Car)
Jan 9 – 16
Villa in Sarasota
4.67 out of 5 average rating, 3 reviewsSarasota Jungle Garden Villa
Mar 25 – Apr 1
Villa in Venice
5.0 out of 5 average rating, 6 reviewsBeautifully Remodeled Anna-vacation home
May 13 – 20
Villa in Bradenton
4.8 out of 5 average rating, 20 reviewsGulf Coast Retreat - Private Pool, BBQ, Pets OK
May 17 – 24
Villa in Sarasota
5.0 out of 5 average rating, 19 reviewsVilla Siesta, Secret Downtown Treasure-heated Pool
Jul 3 – 10
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