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 Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
Sep 27 – Oct 4
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
Oct 23 – 30
Home in Siesta Key
4.98 out of 5 average rating, 61 reviewsSiesta Key Seaside Bungalow
May 25 – Jun 1
Home in Sarasota
4.96 out of 5 average rating, 23 reviewsNomadic Abode - heated salt water pool!
Jan 13 – 20
Home in Sarasota
4.79 out of 5 average rating, 85 reviews*Full Bay View Beauty, Private Heated Pool *
Dec 8 – 15
Home in Siesta Key
4.95 out of 5 average rating, 19 reviews*Private beach access-heated pool-great location!
Oct 3 – 10
Home in Sarasota
5.0 out of 5 average rating, 45 reviewsLuxury villa near Siesta - heated, screened pool
Aug 31 – Sep 7
Home in Anna Maria
4.96 out of 5 average rating, 56 reviewsMy Private Beach
Sep 28 – Oct 5
Luxury mansion rentals
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 Siesta Key
5.0 out of 5 average rating, 6 reviewsMid-Century lux pool+canal house -walk to village
Jul 17 – 24
Home in Siesta Key
5.0 out of 5 average rating, 4 reviewsWater Front Private Villa, Luxury, Pool & Hottub
Sep 29 – Oct 6
Home in Bradenton
4.98 out of 5 average rating, 45 reviewsExecutive Bayside Retreat/Pool/IMG/Sarasota Bay
Apr 28 – May 5
Home in Siesta Key
4.83 out of 5 average rating, 58 reviewsA Family Island Treasure
Nov 13 – 20
Home in Anna Maria
4.92 out of 5 average rating, 49 reviewsWhite Pearl-New Premier AMI Home with Sunset Views
Sep 14 – 21
Home in Anna Maria
5.0 out of 5 average rating, 12 reviewsVeselka - Canal front w private heated pool & dock
Nov 9 – 16
Home in Siesta Key
4.91 out of 5 average rating, 45 reviewsPet friendly Home- Blocks from Siesta Key Beach
Aug 31 – Sep 7
Pet-friendly mansion rentals
Home in Bradenton
4.99 out of 5 average rating, 132 reviewsBradenton Gem - BRAND NEW POOL!
Aug 13 – 20
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
4.91 out of 5 average rating, 113 reviewsParadise Oasis w/ amazing pool | Near AMI beaches
Sep 11 – 18
Home in Sarasota
4.91 out of 5 average rating, 186 reviewsModern private getaway heated pool with spa
Sep 16 – 23
Home in Bradenton
4.91 out of 5 average rating, 328 reviewsPalm Retreat: #1 Top Rated Rental of Bradenton/AMI
Jul 18 – 25
Home in Bradenton
4.97 out of 5 average rating, 159 reviewsSunshine Retreat with heated saltwater pool
Sep 12 – 19
Home in Sarasota
4.82 out of 5 average rating, 51 reviewsS Heated Pool, 5 Min to Siesta Key Beach
Jul 29 – Aug 5
Home in Sarasota
4.97 out of 5 average rating, 58 reviewsRenovated Ranch near Downtown Sarasota and Siesta
Oct 6 – 13
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