Osprey Vacation Rentals

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Vacation Rentals in Osprey

Siesta Key Island Rentals

515 Beach Rd Siesta Key FL

$352 nightly

$398 total

Apr 23 - Apr 24

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

Gull Villa – Spacious 2BR, Walk to Siesta Key & Village, 1945 Triplex

Siesta Key FL

With a stay at this vacation home in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 8 minutes from Crescent Beach.

Kitchen

Washer

Family Vacation Home with Pool

Sarasota FL

$619 nightly

$690 total

Apr 26 - Apr 27

Total with taxes and fees

With a stay at this vacation home in Sarasota (Sarasota Springs), you'll be within a 15-minute drive of Siesta Key Beach and Sarasota Memorial Hospital.

Pool

Kitchen

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Siesta Key FL

When you stay at this vacation home in Siesta Key, you'll be on the beach, a 1-minute drive from Siesta Key Beach and 9 minutes from Crescent Beach.

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

Heated Pool & Waterfront Haven with Kayaks, Steps to Lido Beach & St. Armands Circle

Lido Key FL

When you stay at this vacation home in Sarasota, you'll be on the waterfront, just steps from Lido Beach and 5 minutes by foot from St. Armands Circle.

Pool

Kitchen

Luxury Home w/ Heated Pool and Private Beach Access

Siesta Key FL

When you stay at this vacation home in Siesta Key, you'll be by the sea, within a 5-minute drive of Siesta Key Beach and Crescent Beach.

Pool

Kitchen

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable

Sarasota FL

With a stay at this vacation home, you'll be centrally located in Sarasota, a 2-minute drive from Sarasota Memorial Hospital and 9 minutes from Siesta Key Beach.

Pool

Hot Tub

Charming 2-bedroom beach themed Englewood house with heated pool and large yard.

Englewood FL

With a stay at this vacation home in Englewood (Olde Englewood Village), you'll be within a 15-minute walk of Lemon Bay and Englewood Village Park.

Pool

Kitchen

3-bedroom house in wonderful Sarasota with refreshing AC

Sarasota FL

Located in Sarasota (Kensington Park), this vacation home is within a 10-minute drive of Sarasota Memorial Hospital and Mall at University Town Center.

Air conditioning

4 Bed pool House by Bay! Lido & Siesta Key Beaches very close

Sarasota FL

With a stay at this vacation home, you'll be centrally located in Sarasota, within a 10-minute drive of Lido Beach and Sarasota Memorial Hospital.

Pool

Kitchen

Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor

Sarasota FL

With a stay at this vacation home in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 8 minutes from Crescent Beach.

Kitchen

Washer

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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.