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Compare 294 Cottages in Osprey with updated reviews, rates, and availability.

The Inn On Siesta Key
The Inn On Siesta Key
10.0 out of 10, Exceptional, (173)
The price is SAR 1,120
SAR 1,406 total
includes taxes & fees
23 Apr - 24 Apr

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
9.2 out of 10, Wonderful, (52)
The price is SAR 1,869
SAR 3,164 total
includes taxes & fees
26 Apr - 27 Apr

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.0 out of 10, Wonderful, (172)
The price is SAR 559
SAR 1,859 total
includes taxes & fees
27 Apr - 28 Apr

Villa Margarita Sparkles
Villa Margarita Sparkles
9.8 out of 10, Exceptional, (138)

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.6 out of 10, Exceptional, (73)
The price is SAR 413
SAR 1,161 total
includes taxes & fees
19 May - 20 May

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
9.2 out of 10, Wonderful, (84)
The price is SAR 1,681
SAR 2,871 total
includes taxes & fees
21 Apr - 22 Apr

ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal
ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal
9.8 out of 10, Exceptional, (16)

Across The Street From #1 Beach
Across The Street From #1 Beach
10.0 out of 10, Exceptional, (321)
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