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Compare 3679 Vacation Homes in Osprey with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Tropical Villas of Venice Beach
9.6 out of 10, Exceptional, (226)

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
10.0 out of 10, Exceptional, (5)
The price is SAR 259
SAR 580 total
includes taxes & fees
21 Apr - 22 Apr

Siesta Key Island Rentals
Siesta Key Island Rentals
9.6 out of 10, Exceptional, (29)

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
9.6 out of 10, Exceptional, (42)
The price is SAR 2,994
SAR 5,298 total
includes taxes & fees
15 May - 16 May

Close to Beach Access #7, Short Walk to the Village
Close to Beach Access #7, Short Walk to the Village
9.8 out of 10, Exceptional, (45)
The price is SAR 747
SAR 2,009 total
includes taxes & fees
2 May - 3 May

Private Oasis in Sarasota Florida
Private Oasis in Sarasota Florida
10.0 out of 10, Exceptional, (30)

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.2 out of 10, Wonderful, (13)
The price is SAR 296
SAR 826 total
includes taxes & fees
21 Apr - 22 Apr

Private pool House with Fountains & Beach Walkable
Private pool House with Fountains & Beach Walkable
9.6 out of 10, Exceptional, (172)
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.
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Other property types in Osprey

Huge Pool, Close to Beaches, Restaurants, Shopping & More!
Huge Pool, Close to Beaches, Restaurants, Shopping & More!
9.6 out of 10, Exceptional, (22)

Tropical Beach Resorts
Tropical Beach Resorts
9.4 out of 10, Exceptional, (4628)
The price is SAR 522
SAR 674 total
includes taxes & fees
21 Apr - 22 Apr

Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
8.6 out of 10, Excellent, (2113)
The price is SAR 619
SAR 699 total
includes taxes & fees
4 May - 5 May
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.
Recent reviews of Osprey hotels
Recent reviews of Osprey hotels

Carlisle Inn
5/5 Excellent
"The entire two day stay was excellent. This property was easy to get to. Well appointed, spacious. I stayed in the executive suite that was large and geared towards a business traveler. Washer, dryer, full kitchen, with essentials to take advantage of. Well away from the busier part of the hotel. Staff was friendly, and helpful. I will definitely make this my go to for Sarasota business trips. Could not of been more pleased. "
A verified traveler from West Palm Beach stayed at Carlisle Inn
Posted 18 hours ago