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Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

Compare 310 Cottages in Osprey with updated reviews, rates, and availability.

The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (178)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The price is SAR 1,146
SAR 1,435 total
includes taxes & fees
8 Jun - 9 Jun
The Inn On Siesta Key
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
On the beach, sun loungers, beach towels

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (128)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Villa Margarita Sparkles
Beach nearby

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (140)
"Everything was perfect. Location was great, and had a good time."
Villa Margarita Sparkles
Island Life! King Bed Studio-Steps to beach
Aerial view

Island Life! King Bed Studio-Steps to beach

9.6 out of 10, Exceptional, (157)
"Great location, great price - close to beach and restaurants"
Island Life! King Bed Studio-Steps to beach
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (87)
"Beautiful sunsets and loved walking out to the back patio and onto the beach. Great place for 2 people. "
The price is SAR 1,680
SAR 2,873 total
includes taxes & fees
3 Jun - 4 Jun
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Property grounds

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (188)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (54)
"We used this property as an extension to our home a few blocks away. We had a ball and enjoyed visiting and watching the sunsets together as well as beach time. I will use this property again in the future. Location cannot be beat! All the essentials were available. "
The price is SAR 1,868
SAR 3,204 total
includes taxes & fees
8 Jun - 9 Jun
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Mermaid Cottage
Beach

Mermaid Cottage

10.0 out of 10, Exceptional, (15)
"Loved the decor and separate spaces. Liked that there was everything needed to prepare meals there. Nice stay."
Mermaid Cottage
Country Cottage Home
Fridge, microwave, oven, stovetop

Country Cottage Home

9.4 out of 10, Exceptional, (135)
"Loved our stay at the property. Would book it again!"
Country Cottage Home
Villa Mojito Dazzles
Beach nearby

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (140)
"Amy was a wonderful host. She found a lovely place for us when Manasota Key was devastated by the hurricane. She and her team were great to work with and our stay was wonderful!"
Villa Mojito Dazzles
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Sun loungers

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.6 out of 10, Exceptional, (20)
"This home is paradise and just a short walk to the beach. The pool is lovely, clean and the Adirondack chairs are such a nice way to enjoy it. The house is well equiped for a group as well."
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Island-Life-Steps to Stunning Beach! Pool!
Beach nearby

Island-Life-Steps to Stunning Beach! Pool!

9.2 out of 10, Wonderful, (7)
"Had a great time!"
Island-Life-Steps to Stunning Beach! Pool!
Cozy Beach Cottage
On the beach, sun loungers, beach towels

Cozy Beach Cottage

9.4 out of 10, Exceptional, (20)
"Wonderful location for a peaceful getaway "
Cozy Beach Cottage
Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!
Miscellaneous

Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!

10.0 out of 10, Exceptional, (74)
"Booked a last minute staycation and am really glad I did. Excellent location, close to several beaches and tons of ame ities like bikes, SUPs and kayaks. Don't hesitate to stay here"
Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!
Pool, Lake & Sunset Views: Home in Sarasota
Interior

Pool, Lake & Sunset Views: Home in Sarasota

3.0 star property
10.0 out of 10, Exceptional, (2)
"First time to Sarasota. Short drive to various beaches and state park. Really happy with the location. Pool was perfect."
Pool, Lake & Sunset Views: Home in Sarasota
Sarasota Vacation Rental w/ Private Pool & Lanai!
House (3 Bedrooms) | Interior

Sarasota Vacation Rental w/ Private Pool & Lanai!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."
Sarasota Vacation Rental w/ Private Pool & Lanai!
#3 Small house walking distance to Warm Mineral Spring
Fridge, microwave, stovetop, coffee/tea maker

#3 Small house walking distance to Warm Mineral Spring

8.8 out of 10, Excellent, (5)
"Very clean, had everything i needed !!"
#3 Small house walking distance to Warm Mineral Spring
Across The Street From #1 Beach
Beach nearby, sun loungers, beach towels

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Great accommodations, great location."
Across The Street From #1 Beach
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
On the beach, sun loungers, beach towels

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. It is perfect for families and the location is perfect!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
On the beach, sun loungers, beach towels

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (31)
"Great locations and beautiful beach!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
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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Frequently asked questions

How much do cottages in Osprey cost?
Cottages in Osprey range between SAR 1,146 and SAR 1,868 per night. These stays offer a chance to soak in nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osprey?
A guest favorite is The Inn On Siesta Key. Base yourself at this 3.5-star stay which comes with individually decorated rooms and a swimming pool. Flip Flop Cottages is another recommended option worth shortlisting. Unpack your suitcase at this 3-star cottage and make the most of amenities like a furnished patio and a swimming pool. You can choose from multiple cottages in Osprey with a total average guest review rating of 9.5.
How many cottages are there in Osprey?
Take your pick of 310 cottages in Osprey. Whether you’re vacationing with the kids or organizing a weekend break with close friends, Expedia can help you find the right space to get in touch with nature.