Osprey Vacation Rentals

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Vacation Rentals in Osprey

3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.

Siesta Key FL

$184 nightly

$205 total

Dec 6 - Dec 7

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Siesta Key, a 2-minute drive from Siesta Key Beach and 7 minutes from Sarasota Memorial Hospital.

Kitchen

Washer

Tropical Villas of Venice Beach

505 Menendez St Venice FL

With a stay at Tropical Villas of Venice Beach in Venice (Venice Island), you'll be a 2-minute drive from Venice Beach and 8 minutes from Nokomis Beach.

Pool

Washer

Siesta Key Island Rentals

515 Beach Rd Siesta Key FL

$302 nightly

$342 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital.

Washer

Dryer

3-bedroom house in sarasota fl

Sarasota FL

With a stay at this vacation home in Sarasota (Whitfield Estates), you'll be within a 15-minute drive of IMG Academy and Mall at University Town Center.

Kitchen

Washer

Coastal Retreat – Pool, Private Yard, Near Beach, RV & Boat Friendly

Venice FL

With a stay at this vacation home in Venice (South Venice), you'll be within a 10-minute drive of Venice Beach and Venice Area Audubon Society.

Pool

Kitchen

Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village

Siesta Key FL

With a stay at this vacation home, you'll be centrally located in Siesta Key, a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital.

Pool

Hot Tub

Sarasota-Indian Beach Zen Home (private-pet friendly)

Sarasota FL

Located in Sarasota (Indian Beach Sapphire Shores), this vacation home is within a 10-minute drive of Sarasota Memorial Hospital and St. Armands Circle.

Kitchen

Washer

Siesta Heron Suites & Villas

8254 Midnight Pass Rd Siesta Key FL

$294 nightly

$332 total

Dec 7 - Dec 8

Total with taxes and fees

When you stay at Siesta Heron Suites & Villas in Siesta Key, you'll be on the waterfront, within a 5-minute drive of Turtle Beach and Crescent Beach.

Pool

Kitchen

Luxury House Walking Distance to Ocean - Sleeps 12

Sarasota FL

$455 nightly

$455 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this vacation home in Sarasota (Central Sarasota), you'll be a 4-minute drive from Sarasota Memorial Hospital and 7 minutes from St. Armands Circle.

Kitchen

Washer

Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach

Sarasota FL

With a stay at this vacation home, you'll be centrally located in Sarasota, within a 15-minute drive of Sarasota Memorial Hospital and Mall at University Town Center.

Pool

Kitchen

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Sarasota FL

With a stay at this vacation home, you'll be centrally located in Sarasota, just a 4-minute walk from Lido Beach and 11 minutes by foot from St. Armands Circle.

Kitchen

Washer

New Host Special! Mango

Laurel FL

When you stay at this vacation home in Nokomis, you'll be next to a golf course, within a 15-minute drive of Nokomis Beach and Venice Beach.

Washer

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.