Osprey Cottage: Find The Top Holiday Cottages in Osprey

Q: How much do cottages in Osprey cost?

Prices for cottages in Osprey range between AU$188 and AU$1,269 per night. Whatever your budget, you're sure to find an ideal place to get in tune with nature. This price was 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.

Q: How many cottages are there in Osprey?

Enjoy the beauty of nature in one of the 328 cottages on offer in Osprey. To help you reserve a place that's right for you, take advantage of our filters to search for amenities or perks you prefer.

Q: What is there to do in Osprey near my cottage?

Osprey has enough activities and sights to entertain you for weeks, beginning with Siesta Key Beach . Venice Beach , Turtle Beach and Nokomis Beach are other terrific attractions. If you have more time, Crescent Beach and Manasota Beach are great additions to your itinerary.

A marina with docked boats, a wooden bridge, and a building with a red roof.

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Our top choices for Osprey cottages

A deck with a table and chairs, a blue umbrella, and a white fence.

1. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Nokomis

includes taxes & fees

14 Nov - 15 Nov

A beachfront property with a single-story house, a paved driveway, and a palm tree in the foreground.

2. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key

kelly h.

includes taxes & fees

16 Nov - 17 Nov

A riverfront restaurant with outdoor seating and a view of the water.

3. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

Nokomis

Susan C.

includes taxes & fees

15 Nov - 16 Nov

A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

4. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Sarasota

Rocio S.

includes taxes & fees

15 Nov - 16 Nov

A patio with a sun lounger, a table with chairs, and an umbrella.

5. Beach View 100ft To Beach and SPA

Siesta Key Village

includes taxes & fees

15 Nov - 16 Nov

Shared sunbathing deck by the pool, at the resort.

6. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key

Russ H.

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a blue exterior and white railings.

7. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota

Tracie B.

includes taxes & fees

13 Nov - 14 Nov

A yellow house with a porch, a mailbox, and a number 5306 on the door.

8. Yellow Palm Cottage, Heart of Siesta Key

Siesta Key Village

includes taxes & fees

15 Nov - 16 Nov

A single-story house with a front porch, a small deck, and a garage.

9. Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "

Eleuterio

includes taxes & fees

23 Nov - 24 Nov

10. Direct Beachfront 2BR Cottage on Casey Key!

Casey Key

Tom K.

includes taxes & fees

16 Nov - 17 Nov

A small, single-story building with a porch, surrounded by tropical vegetation.

11. BlueDolphin Cottage Walk To Siesta Beach

Siesta Key Village

includes taxes & fees

15 Nov - 16 Nov

A small pink house with a white door, a blue car parked in front, and a white picket fence.

12. PinkMango Cottage Steps to Beach&Village

Siesta Key Village

includes taxes & fees

16 Nov - 17 Nov

A small, single-story building with a gray exterior, a white door, and a window with shutters.

13. Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs

VIKTOR M.

includes taxes & fees

13 Nov - 14 Nov

A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

14. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Desoto Lakes

includes taxes & fees

7 Dec - 8 Dec

A patio with a table set for two, a blue umbrella, and a white fence.

15. Lido Beach Studio with Heated Pool

Lido Key

Lorraine B.

includes taxes & fees

26 Nov - 27 Nov

A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

16. Lido Key Casita w Pool Steps to the Beach

Lido Key

Felecia P.

includes taxes & fees

18 Nov - 19 Nov

A covered patio with a round table set for four, surrounded by wicker chairs.

17. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Englewood Central

Shawn G.

includes taxes & fees

13 Nov - 14 Nov

A two-story building with a blue and white exterior, a balcony, and a sign that reads "Gidget's Coastal Preserve."

18. Beach Road

Siesta Key

includes taxes & fees

8 Dec - 9 Dec

A residential house with a garage, a front door, and a small front yard.

19. Home < 1-mi Walk to Warm Mineral Springs Park!

North Port

includes taxes & fees

25 Nov - 26 Nov

A covered outdoor area with a gravel ground, a covered seating area with chairs, and a building in the background.

20. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Manasota Key

Brooke T.

includes taxes & fees

26 Nov - 27 Nov

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Top Osprey Hotel Reviews

The St. Regis Longboat Key Resort

10/10 Excellent

"I loved everything about the St.Regis, except that they didn’t give us an upgrade. It was very clear that the hotel was not even close to full."

Kompose Boutique Hotel

10/10 Excellent

"The amenities were great. The hotel is very clean. The staff is very helpful and nice. The breakfast was OK. It was simple things like egg, sausage, bacon, potatoes, oatmeal, waffles etc. The only thing I would say is that the toilet, the shower and the sink are all separate. There is no designated bathroom with a door so for that I would give them 9/10"

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent

"We arrived at the hotel and greeted at the front desk with plenty of assurances we would have a shuttle from the airport to the hotel and back and forth. Room was ready no waiting - and spotless. Definitely would stay here again. Staff was very helpful with an early morning departure,"

Find out more about Osprey

Osprey Cottages information

Number of reviews	518
Accommodation	328 Cottages
Lowest Price	AU$188
Highest Price	AU$1,269

Frequently asked questions

How much do cottages in Osprey cost?

Prices for cottages in Osprey range between AU$188 and AU$1,269 per night. Whatever your budget, you're sure to find an ideal place to get in tune with nature. This price was 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.

How many cottages are there in Osprey?

Enjoy the beauty of nature in one of the 328 cottages on offer in Osprey. To help you reserve a place that's right for you, take advantage of our filters to search for amenities or perks you prefer.

What is there to do in Osprey near my cottage?

Osprey has enough activities and sights to entertain you for weeks, beginning with Siesta Key Beach. Venice Beach, Turtle Beach and Nokomis Beach are other terrific attractions. If you have more time, Crescent Beach and Manasota Beach are great additions to your itinerary.

Explore a world of travel with Expedia

More ways to book

Book Cottages in Osprey on Expedia.com

Search Osprey Cottage Accommodations

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osprey cottages

1. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

2. Casey Key Beachfront Escape: Charming 1BR Cottage

3. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

4. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

5. Beach View 100ft To Beach and SPA

6. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

7. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

8. Yellow Palm Cottage, Heart of Siesta Key

9. Unwind Poolside + Walk to Beach! Sarasota Retreat

10. Direct Beachfront 2BR Cottage on Casey Key!

11. BlueDolphin Cottage Walk To Siesta Beach

12. PinkMango Cottage Steps to Beach&Village

13. Charming cottage for 2 across warm mineral springs park

14. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

15. Lido Beach Studio with Heated Pool

16. Lido Key Casita w Pool Steps to the Beach

17. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

18. Beach Road

19. Home < 1-mi Walk to Warm Mineral Springs Park!

20. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Find holiday rentals that suit your style

Top Osprey Hotel Reviews

The St. Regis Longboat Key Resort

Find out more about Osprey

Osprey Cottages information

Frequently asked questions

Explore a world of travel with Expedia