Siesta Key Vacation Rentals
1-24 of 30 rentals
Cozy Studio 200ft from Siesta Key Beach! Parking & Beach Gear Credit Included | Shared Pool & Laundry
Studio in Siesta Key, FL
2Persons
0Bedrooms
1Bathrooms
$218/night
Cozy 1br 200ft from Siesta Key Beach | Parking & Beach Gear Credit Included | Shared Pool & Laundry
Apartment in Siesta Key, FL
4Persons
1Bedrooms
1Bathrooms
$245/night
Cozy 1br 200ft from Siesta Key Beach! Parking & Beach Gear Credit Included | Shared Pool & Laundry
Studio in Siesta Key, FL
2Persons
1Bedrooms
1Bathrooms
$208/night
Cozy home in the heart of Sarasota
House in Sarasota, FL
6Persons
3Bedrooms
2Bathrooms
$220/night
Cozy 1br 200ft from Siesta Key Beach | Parking & Beach Gear Credit Included | Shared Pool & Laundry
Apartment in Siesta Key, FL
4Persons
1Bedrooms
1Bathrooms
$228/night
Beautiful home with private pool and space for the whole family
House in Sarasota, FL
9Persons
3Bedrooms
2Bathrooms
$236/night
Luxe 5BR Retreat Minutes to Beach - Golf Cart - Heated Plunge Pool
House in Sarasota, FL
10Persons
5Bedrooms
7Bathrooms
$1,360/night
Dog friendly home with private pool, on golf course, and washer and dryer
House in Sarasota, FL
10Persons
4Bedrooms
3Bathrooms
$376/night
Single-story home with private yard, enclosed patio, updated interior, & WD Pet-Friendly
House in Sarasota, FL
8Persons
3Bedrooms
2Bathrooms
$153/night
Charming house near the beach with patio, central AC, expansive yard & fast WiFi
House in Nokomis, FL
5Persons
3Bedrooms
2Bathrooms
$178/night
Renovated retreat - dog-friendly yard, AC & WD - snowbirds welcome
House in Sarasota, FL
6Persons
2Bedrooms
2Bathrooms
$140/night
Renovated condo near golf with on-site pool, hot tub, tennis, & private lanai
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$130/night
Cozy home with with washer and dryer, internet, and short drive to beach
House in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$128/night
Luxe home with pool & alfresco living - amazing walkable location
House in Sarasota, FL
8Persons
4Bedrooms
2Bathrooms
$355/night
St Armands oasis with saltwater pool - walk to beach & shops
House in Sarasota, FL
8Persons
3Bedrooms
3Bathrooms
$447/night
Quiet home on a cul-de-sac with screened patio, bikes, WD, & central AC
House in Sarasota, FL
7Persons
3Bedrooms
2Bathrooms
$211/night
Oceanfront 2BR condo on Siesta Key Beach Snowbird-friendly
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$327/night
Spacious condo with work station,WIFI, WD and full kitchen
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$247/night
Waterfront retreat with pool ,dock, family friendly, steps to the Gulf, WD
House in Siesta Key, FL
8Persons
3Bedrooms
2Bathrooms
$599/night
Waterfront home with pool dock accessible to Gulf with AC & WD
House in Osprey, FL
10Persons
4Bedrooms
2Bathrooms
$315/night
Canal-front home near Shell Beach with access to bay & deck
House in Sarasota, FL
6Persons
2Bedrooms
2Bathrooms
$451/night
Huge Home with Pool, Home Office, & Sunroom Walk to Lido Beach
House in Sarasota, FL
8Persons
4Bedrooms
4Bathrooms
$568/night
Dreamy beach condo with AC & balcony - walk to nature park & near downtown
Condo in Sarasota, FL
6Persons
2Bedrooms
2Bathrooms
$219/night
Luxe bay-view escape with private pool, kayak, grill, ice box, & all-new interior
House in Sarasota, FL
8Persons
2Bedrooms
3Bathrooms
$292/night