Mansion vacation rentals in Siesta Key
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Top-rated mansion rentals in Siesta Key
Guests agree: these mansions are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Siesta Key mansion rentals
Luxury mansion rentals
Home in Bradenton
4.91 out of 5 average rating, 113 reviewsParadise Oasis w/ amazing pool | Near AMI beaches
Dec. 19 – 26
Home in Nokomis
4.88 out of 5 average rating, 147 reviews4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
Dec. 23 – 30
Home in Bradenton
4.91 out of 5 average rating, 157 reviewsHeated Saltwater Pool near Anna Maria Is.- 6bd/3ba
Apr. 11 – 18
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsFruit /Botanical Garden Estate 2 miles to downtown
Aug. 14 – 21
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
Dec. 10 – 17
Home in Siesta Key
4.9 out of 5 average rating, 21 reviews*Minutes from beach w/private access, heated pool
Sep. 19 – 26
Apartment in Siesta Key
5.0 out of 5 average rating, 12 reviewsCoastal Luxury Penthouse
Aug. 7 – 14
Home in Sarasota
4.79 out of 5 average rating, 85 reviews*Full Bay View Beauty, Private Heated Pool *
Jan. 25 – Feb. 1
Pet-friendly mansion rentals
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Aug. 31 – Sep. 7
Home in Bradenton
4.99 out of 5 average rating, 131 reviewsBradenton Gem - BRAND NEW POOL!
Aug. 13 – 20
Home in Bradenton
4.95 out of 5 average rating, 104 reviewsSpa & Pool+By The River+Near Beaches+Gameroom
Jan. 24 – 31
Home in Sarasota
4.91 out of 5 average rating, 186 reviewsModern private getaway heated pool with spa
Jan. 20 – 27
Home in Sarasota
5.0 out of 5 average rating, 17 reviewsCoastal Contemporary Pool Home
Dec. 11 – 18
Home in Sarasota
4.97 out of 5 average rating, 58 reviewsRenovated Ranch near Downtown Sarasota and Siesta
Oct. 6 – 13
Home in Sarasota
5.0 out of 5 average rating, 45 reviewsLuxury villa near Siesta - heated, screened pool
Aug. 18 – 25
Villa in Sarasota
5.0 out of 5 average rating, 61 reviewsModern Retreat Close to Beach-4BR/3BA, Pool-Games
Mar. 6 – 13
Mansion rentals with a pool
Home in Sarasota
4.93 out of 5 average rating, 58 reviewsHeated Pool - Just 1 mile to Beach! Updated/Fun!
Dec. 10 – 17
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWaterside Villa - 4BD/2BA with a heated pool
Oct. 15 – 22
Home in Anna Maria
5.0 out of 5 average rating, 12 reviewsPier to Pier Paradise by Beach Boutique Rentals
Sep. 17 – 24
Home in Anna Maria
4.96 out of 5 average rating, 56 reviewsMy Private Beach
Nov. 17 – 24
Home in Siesta Key
5.0 out of 5 average rating, 13 reviewsBeautiful House with Heated pool
Nov. 15 – 22
Home in Siesta Key
4.83 out of 5 average rating, 58 reviewsA Family Island Treasure
Oct. 5 – 12
Home in Sarasota
5.0 out of 5 average rating, 28 reviewsFamily Fun House near Siesta Key Beach
Mar. 31 – Apr. 7
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsPool + Near Beach + Outdoor Games + Close to DT
Dec. 5 – 12
Destinations to explore
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