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
Get the amount of space that is right for you
Popular amenities for Siesta Key mansion rentals
Luxury mansion rentals
Home in Anna Maria
5 out of 5 average rating, 22 reviewsVeselka - Canal front w private heated pool & dock
Home in Siesta Key
4.83 out of 5 average rating, 58 reviewsA Family Island Treasure
Home in Sarasota
5 out of 5 average rating, 48 reviewsLuxury villa near Siesta - heated, screened pool
Home in Sarasota
4.97 out of 5 average rating, 69 reviewsMinutes to Siesta Key, heated pool & tiki on water
Villa in Sarasota
4.79 out of 5 average rating, 33 reviewsRelaxation awaits in this bohemian inspired villa
Home in Anna Maria
4.87 out of 5 average rating, 15 reviewsLuxe Island Escape by Beach Boutique Rentals
Home in Bradenton
4.94 out of 5 average rating, 119 reviewsSpa & Pool+By The River+Near Beaches+Gameroom
Home in Sarasota
5 out of 5 average rating, 30 reviewsFamily friendly with large pool
Pet-friendly mansion rentals
Home in Bradenton
4.9 out of 5 average rating, 110 reviews4BR Htd Pool- IMG Acad Golf View/16ppl/Near Beach
Home in Sarasota
5 out of 5 average rating, 15 reviewsLuxe Oasis Mins to Beach & Downtown w/Heated Pool
Home in Anna Maria
5 out of 5 average rating, 22 reviews༄ Sunset Shore on Anna Maria Island ༄
Home in Bradenton
4.86 out of 5 average rating, 146 reviewsResort Style Backyard Oasis w/Heated Pool/Tiki Bar
Home in Sarasota
5 out of 5 average rating, 3 reviewsPura Vida Near SK
Home in Sarasota
4.97 out of 5 average rating, 70 reviewsRenovated Ranch near Downtown Sarasota and Siesta
Home in Indian Beach-Sapphire Shores
5 out of 5 average rating, 16 reviewsPrivate Resort
Home in Sarasota
4.82 out of 5 average rating, 111 reviews4bd/3bth Renovation With Heated Pool near Downtown
Mansion rentals with a pool
Home in Sarasota
4.95 out of 5 average rating, 39 reviewsLuxurious Summer Family Oasis w/ Private Pool!
Home in Sarasota
4.95 out of 5 average rating, 20 reviewsLarge Pool Home near the Siesta Key beach
Home in Sarasota
4.91 out of 5 average rating, 47 reviewsHideaway House Boho Retreat Pool Spa Siesta 3.5m
Home in Bradenton
4.97 out of 5 average rating, 30 reviewsPool, putting green, pickleball, tiki bar, hot tub
Home in Sarasota
4.9 out of 5 average rating, 62 reviews[The Bay St. Hideaway]Private Swimming Pool& Patio
Home in Sarasota
4.81 out of 5 average rating, 74 reviewsFern Retreat 5/2 Home with Heated Pool
Home in Sarasota
5 out of 5 average rating, 23 reviewsUrban Oasis, Pool, 6mi>Beach
Home in Sarasota
4.97 out of 5 average rating, 70 reviewsSerenity 4BR HOME Amazing Pool and Relaxing Spa
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