Top ratedSpectacular Beach View! Right on Beach! Amazing views!!
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$295/night
Siesta Key Vacation Rentals by Owner
17 stays availableCitywide
Top rated
Top ratedRENOVATED Villa Beachside, Siesta Key private beach access 2br/2ba
5.00Villa in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$295/night
Top rated#1 Siesta Key Beach, Pool GlassHouse - Siesta Key
4.80House in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 4
$225/night
Modern Siesta Key Beach Retreat 3 Bed 2 Bath Gulf and Beach Views with Pool
House in Siesta Key
3 Bedrooms · 2 Bathrooms · Sleeps 6
$4,225/week
Guest favoriteSiesta Key 5-Bedroom Luxury home, Walk to Beach or Village
4.91House in Siesta Key
5 Bedrooms · 4 Bathrooms · Sleeps 13
$7,150/week
Top ratedLuxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
4.83House in Siesta Key
3 Bedrooms · 3 Bathrooms · Sleeps 7
$495/night
Top ratedGorgeous Beachfront Condo directly on #1 Beach in USA
5.00Condo in Siesta Key
1 Bedroom · 1 Bathroom · Sleeps 3
$1,435/week
Beachfront Penthouse - Views! Beach & Pool Open! Wifi, Screened Lanai, CLEAN
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 5
$190/night
??Direct on the #1 beach! Sunset views! Beach & Pool Open! Beach Loungers! CLEAN
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$214/night
Top ratedLuxury Beach Condo with Best views and Sunsets on Siesta Key
5.00Condo in Siesta Key
2 Bedrooms · 3 Bathrooms · Sleeps 6
$400/night
Top ratedGulf & Bay Bayside - 1200 On Siesta Key
5.00Condo in Siesta Key
1 Bedroom · 1 Bathroom · Sleeps 2
$125/night
Top ratedGulf-Front Paradise on Turtle Beach, 2BR/2BA with Boat Dock & Stunning Views
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$325/night
Top ratedDirect Gulf-Front Beach Condo - with Boat Dock on Intercoast
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$325/night
Enchanting Beachfront 'Toes in the Sand' Condo
Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$214/night
Closest Condo to the Gulf of Mexico on Siesta Key - Direct Oceanfront
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
$275/night
Siesta Key The Anchorage #207 amenities galore
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 6
Contact for pricing
?? Gulf View from Every Room, Beach & Pool Open! Wifi,Steps from Beach,6th Floor
5.00Condo in Siesta Key
2 Bedrooms · 2 Bathrooms · Sleeps 5
Contact for pricing
About Siesta Key
Guest reviews for Siesta Key: 4.9 average from 84 reviews across 15 of 17 stays
Find your perfect home-away-from-home in Siesta Key, Florida. With 17vacation rentals available — from cosy studios and apartments to spacious family homes and luxury villas — there's something for every group size and budget. All properties are listed directly by owners and managers, giving you better value and a more personal experience than traditional hotels. Browse by neighbourhood, filter by amenities, and check availability instantly.