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 Sarasota
4.93 out of 5 average rating, 105 reviewsAdorable guest house
20–27 Dec
€ 121 per night
Guest favourite
Guest suite in Sarasota
4.98 out of 5 average rating, 190 reviewsThe Sapphire Suite 1Bed/1Bath
7–14 Nov
€ 126 per night
Guest favourite
Guest suite in Sarasota
4.94 out of 5 average rating, 282 reviewsBeach & Town Posh Location! Jungle Paradise Studio
23–30 Nov
€ 192 per night
Guest favourite
Guest suite in Sarasota
4.95 out of 5 average rating, 233 reviewsSweet Hideaway Minutes from Siesta Key!
6–13 Jul
€ 112 per night
Guest favourite
Apartment in Siesta Key
4.89 out of 5 average rating, 151 reviewsCozy Siesta Key studio 5 minute walk to Village
29 Jul – 5 Aug
€ 228 per night
Guest favourite
Cottage in Siesta Key
4.94 out of 5 average rating, 66 reviewsSurf Shack- Walk to Village/Boat Dock Included
15–22 Aug
€ 168 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
€ 113 per night
Guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 87 reviewsNO Stairs, beachfront & short walk to the village!
23–30 Oct
€ 786 per night
Quick stats about holiday rentals in Siesta Key
Total rentals
1.7K properties
Rentals with dedicated workspaces
770 properties have a dedicated workspace
Rentals with a pool
1.3K properties have a pool
Pet-friendly rentals
350 properties allow pets
Family-friendly rentals
1.4K properties are a good fit for families
Total number of reviews
29K reviews
Destinations to explore
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- Rentals with a kayak Siesta Key
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