House holiday rentals in Siesta Key
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Top-rated house rentals in Siesta Key
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key house rentals
House rentals with a pool
Home in Sarasota
Cottage On Bay (private backyard, near beaches)
Home in Siesta Key
"Safe & Clean" Palm Oasis - Relax in comfort!
Home in Sarasota
1 House 1400sq. ft. 12 min from Siesta Key!
Home in Sarasota
Private Siesta Beach House Oasis with Heated Pool.
Home in Sarasota
5 minutes to private Siesta Key Beach + 2 pools
Home in Sarasota
Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Home in Siesta Key
Coolest House in Siesta Key Village
Home in Siesta Key
Quiet luxury on Siesta Key!
Weekly house rentals
Home in Sarasota
Beneva Beach House
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
Home in Sarasota
Centrally Located Cozy Home
Home in Arlington Park
Private back yard. Southgate. 2 bedroom, 2 bath.
Home in Sarasota
Cute 2 bedroom home close to it all.
Home in Siesta Key
Beachfront home with private access, walk to town!
Home in Arlington Park
Sea Esta | Heated Saltwater POOL + Putting Green!
Home in Indian Beach-Sapphire Shores
Fruit /Botanical Garden Estate 2 miles to downtown
Private house rentals
Home in Sarasota
The Turtle Nest-Lanai w/Hot Tub+5mi to beach
Home in Sarasota
Sun-Kissed Cottage near Siesta Key
Home in Siesta Key
Luxe Siesta Key Home| Pool + Hot Tub| Near Beach
Home in Anna Maria
Pirates Bay by Beach Boutique Rentals
Home in Siesta Key
Paradise In Siesta!
Home in Siesta Key
*Minutes from beach w/private access, heated pool
Home in Sarasota
Lovely Home by Sarasota Bay
Home in Siesta Key
Lovely Siesta Key house near beach w/ heated pool!
Quick stats about house rentals in Siesta Key
Total rentals
410 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
290 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
370 properties are a good fit for families
Total number of reviews
6.1K reviews
Destinations to explore
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