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
Mansion rentals with a pool
Home in Siesta Key
5.0 out of 5 average rating, 26 reviews4BR onSiesta Key Heated Pool Home - 1mile to beach
Home in Anna Maria
4.96 out of 5 average rating, 57 reviewsMy Private Beach
Home in Sarasota
5.0 out of 5 average rating, 8 reviewsBrand New Luxury Home w/ Pool & Putting Green
Home in Sarasota
5.0 out of 5 average rating, 11 reviewsNew 4/2 Pool House Minutes from Beaches/Downtown
Home in Holmes Beach
4.96 out of 5 average rating, 69 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Siesta Key
5.0 out of 5 average rating, 6 reviewsMid-Century lux pool+canal house -walk to village
Home in St. Petersburg
4.94 out of 5 average rating, 16 reviewsSea Vue - Kayaks | King Beds | Backyard Oasis
Home in Anna Maria
5.0 out of 5 average rating, 15 reviewsVeselka - Canal front w private heated pool & dock
Luxury mansion rentals
Home in Holmes Beach
4.97 out of 5 average rating, 126 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Home in Bradenton
4.97 out of 5 average rating, 104 reviewsNear downtown! Saltwater Pool! HOT TUB! Games!
Home in Nokomis
4.89 out of 5 average rating, 152 reviews4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
Home in Sarasota
4.79 out of 5 average rating, 87 reviews*Full Bay View Beauty, Private Heated Pool *
Home in Anna Maria
4.92 out of 5 average rating, 24 reviewsThe Veranda on Jacaranda by Beach Boutique Rentals
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
Home in Sarasota
4.92 out of 5 average rating, 64 reviewsBearded Oaks | Oasis w/ Private Pool + HOT TUB!
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsNomadic Abode - heated salt water pool!
Pet-friendly mansion rentals
Home in Bradenton
4.99 out of 5 average rating, 137 reviewsBradenton Gem - BRAND NEW POOL!
Home in Sarasota
4.9 out of 5 average rating, 191 reviewsModern private getaway heated pool and spa
Home in Bradenton
4.91 out of 5 average rating, 115 reviewsParadise Oasis w/ amazing pool | Near AMI beaches
Home in Bradenton
4.98 out of 5 average rating, 162 reviewsSunshine Retreat with heated saltwater pool
Home in Sarasota
4.98 out of 5 average rating, 42 reviewsSarasota Getaway “Have some fun under the sun.”
Home in Sarasota
4.97 out of 5 average rating, 59 reviewsRenovated Ranch near Downtown Sarasota and Siesta
Villa in Sarasota
5.0 out of 5 average rating, 65 reviewsModern Retreat Close to Beaches |Pool|Game room
Home in Sarasota
4.9 out of 5 average rating, 39 reviewsHideaway House Boho Retreat Pool/Spa Siesta 3.5m
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