Holiday rentals in Siesta Key
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Top-rated holiday rentals in Siesta Key
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key holiday rentals
Other great holiday rentals in Siesta Key
Guest favourite
Guest house in Osprey
4.99 out of 5 average rating, 285 reviewsCozy Cottage by the Bay
12–19 Jul
₹6,633 per night
Guest favourite
Apartment in Sarasota
4.95 out of 5 average rating, 186 reviewsNewly Renovated + Washer/Dryer- Walk everywhere!
8–15 Sep
₹14,484 per night
Superhost
Home in Siesta Key
4.89 out of 5 average rating, 35 reviews[Contemporary Guesthouse] king bed +washer/dryer
8–15 May
₹12,135 per night
Guest favourite
Cottage in Siesta Key
4.94 out of 5 average rating, 66 reviewsSurf Shack- Walk to Village/Boat Dock Included
23–30 Jul
₹12,063 per night
Guest favourite
Flat in Sarasota
4.89 out of 5 average rating, 38 reviewsLuxury Queen Suite
11–18 Sep
₹10,921 per night
Guest favourite
Flat in Sarasota
4.98 out of 5 average rating, 43 reviewsStudio Minutes to Siesta key, Lido Key, and SMH!
6–13 Jun
₹8,565 per night
Superhost
Apartment in Sarasota
5.0 out of 5 average rating, 4 reviewsSiesta Key Beach, Aloha House
14–21 Sep
₹8,332 per night
Guest favourite
Apartment in Sarasota
5.0 out of 5 average rating, 9 reviewsSea Club II: Paradise w/ Private Beach Access!
21–28 Sep
₹13,708 per night
Quick stats about holiday rentals in Siesta Key
Total rentals
1.7T properties
Rentals with dedicated workspaces
770 properties have a dedicated workspace
Rentals with a pool
1.3T properties have a pool
Pet-friendly rentals
350 properties allow pets
Family-friendly rentals
1.4T properties are a good fit for families
Total number of reviews
29T reviews
Destinations to explore
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- Rentals with beach access Siesta Key
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- House rentals Siesta Key
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