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Compare 3654 Condo Rentals in Osprey with updated reviews, rates, and availability.

Captiva Beach Resort
Captiva Beach Resort
9.0 out of 10, Wonderful, (1083)
The price is SAR 715
SAR 935 total
includes taxes & fees
1 May - 2 May

Venice Beach Villas
Venice Beach Villas
9.4 out of 10, Exceptional, (405)

Chadwick Cove Resort & Marina
Chadwick Cove Resort & Marina
10.0 out of 10, Exceptional, (5)
The price is SAR 478
SAR 2,224 total
includes taxes & fees
28 Apr - 29 Apr

Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
8.8 out of 10, Excellent, (5)
The price is SAR 901
SAR 1,710 total
includes taxes & fees
23 Apr - 24 Apr

Bay View Condo, Walking Distance to Beach
Bay View Condo, Walking Distance to Beach
9.4 out of 10, Exceptional, (35)

Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
9.4 out of 10, Exceptional, (94)

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
9.6 out of 10, Exceptional, (148)

Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
9.8 out of 10, Exceptional, (78)
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