Osprey Vacation Rentals
1-24 of 46 rentals
Waterfront home with pool dock accessible to Gulf with AC & WD
House in Osprey, FL
10Persons
4Bedrooms
2Bathrooms
$349/night
Nokomis Nirvana
House in Nokomis, FL
5Persons
3Bedrooms
2Bathrooms
$187/night
Parrot Beach Cottages Suite #3
Apartment in Siesta Key, FL
4Persons
1Bedrooms
1Bathrooms
$228/night
Midnight Cove II 823
Condo in Siesta Key, FL
6Persons
2Bedrooms
2Bathrooms
$217/night
Peppertree Perfection
Condo in Siesta Key, FL
4Persons
2Bedrooms
2Bathrooms
$196/night
Parrot Beach Cottages Suite #4
Apartment in Siesta Key, FL
4Persons
1Bedrooms
1Bathrooms
$229/night
Sea- Esta' Winds 209
Condo in Siesta Key, FL
4Persons
1Bedrooms
1Bathrooms
$232/night
Parrot Beach Cottages Suite #2
Studio in Siesta Key, FL
2Persons
0Bedrooms
1Bathrooms
$194/night
Parrot Beach Cottages Suite #1
Studio in Siesta Key, FL
2Persons
0Bedrooms
1Bathrooms
$206/night
Blue Fin Beach House
House in Siesta Key, FL
8Persons
3Bedrooms
2Bathrooms
$562/night
You Only Live Once
House in Sarasota, FL
8Persons
4Bedrooms
4Bathrooms
$524/night
Organic Fun
House in Sarasota, FL
8Persons
4Bedrooms
2Bathrooms
$358/night
Peacock Place
House in Sarasota, FL
8Persons
3Bedrooms
3Bathrooms
$301/night
Mellow Memories
House in Sarasota, FL
6Persons
3Bedrooms
2Bathrooms
$133/night
Peaceful Pinecone
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$128/night
The Key Escape
House in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$132/night
Tortuga Club C103
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$373/night
Commonwealth Luxury
House in Sarasota, FL
10Persons
4Bedrooms
3Bathrooms
$503/night
Alta Vista Respite
House in Sarasota, FL
6Persons
2Bedrooms
2Bathrooms
$136/night
Family Fiesta
House in Sarasota, FL
9Persons
3Bedrooms
2Bathrooms
$223/night
Lido Beach Respite
Condo in Sarasota, FL
6Persons
2Bedrooms
2Bathrooms
$254/night
Beach House
Bungalow in Sarasota, FL
6Persons
3Bedrooms
2Bathrooms
$258/night
Salt & Sun Siesta
Condo in Sarasota, FL
4Persons
2Bedrooms
2Bathrooms
$236/night
8 Pines - Sarasota Bay
House in Sarasota, FL
8Persons
2Bedrooms
3Bathrooms
$293/night