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

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7
No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

A modern building with a sign reading "Casey Key Resorts Mainland".

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,265 reviews)
"Clean room, nice staff and great pool area."
United States
Vito
The price is CA $116
CA $146 total
includes taxes & fees
Dec 10 - Dec 11
Casey Key Resorts - Mainland
A single-story house with a flat roof, a front driveway, and a small front yard with plants.

2. Charming Osprey Home

Charming Osprey Home
Bay Acres
10.0 out of 10, Exceptional, (2 reviews)
"We had a positive experience staying at Linda’s duplex in Osprey. Linda was a lovely host and even furnished us with beach chairs and a cabana . The place was spotless & location was convenient for us as we explored most of the Sarasota, Venice & Naples area. Highly recommended staying at this lovely duplex. "
United States
Diane S.
The price is CA $226
CA $533 total
includes taxes & fees
Nov 11 - Nov 12
Charming Osprey Home
A single-story house with a covered patio, a fenced yard, and mature trees.

3. Sunny Coastal Escape

Sunny Coastal Escape
Bay Acres
10.0 out of 10, Exceptional, (6 reviews)
"We were centerally located and had an easy drive to the beach and park. "
United States
Jennifer A.
The price is CA $311
CA $594 total
includes taxes & fees
Nov 11 - Nov 12
Sunny Coastal Escape
A tented accommodation with a bed, pillows, a desk, and chairs.

4. Fantastic Tented Cabin with Fire Pit in Sarasota, Florida

Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
10.0 out of 10, Exceptional, (1 review)
The price is CA $438
CA $517 total
includes taxes & fees
Nov 16 - Nov 17
Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
A tented accommodation with a central bed, bedside tables, a hanging light fixture, and a patterned floor.

5. Charming Secluded Tented Cabin in Sarasota, Florida

Charming Secluded Tented Cabin in Sarasota, Florida
Sarasota
The price is CA $438
CA $517 total
includes taxes & fees
Nov 11 - Nov 12
Charming Secluded Tented Cabin in Sarasota, Florida
A tented accommodation with a bed, pillows, a desk, and chairs.

6. Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida

Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
The price is CA $438
CA $517 total
includes taxes & fees
Nov 11 - Nov 12
Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
A tent with two chairs and a checkered mat in a forest.

7. Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida

Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
Sarasota
The price is CA $438
CA $517 total
includes taxes & fees
Nov 11 - Nov 12
Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
A Holiday Inn Express & Suites with a parking lot, multiple vehicles, and a clear sky.

8. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.4 out of 10, Exceptional, (630 reviews)
"Good breakfast and great location."
United States
Linda
The price is CA $143
CA $161 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.

9. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.2 out of 10, Very good, (2,527 reviews)
"Will stay there again."
United States
kathryn
The price is CA $137
CA $155 total
includes taxes & fees
Nov 29 - Nov 30
Spark by Hilton Sarasota Siesta Key Gateway
A two-story building with a green facade, a covered patio area, and a sign indicating an escape office.

10. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.6 out of 10, Exceptional, (331 reviews)
"Very clean and close to both the bay and the beach. Had everything we needed for our stay and more. It was nice to have the bicycles on the property for use as well as beach chairs wagon and umbrella."
United States
Amy
The price is CA $87
CA $186 total
includes taxes & fees
Nov 30 - Dec 1
Escape Coastal Resort on Casey Key
A Comfort Suites hotel with a clear entrance, palm trees, and a parking lot.

11. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,804 reviews)
"Nice location nice rooms friendly night staff"
United States
Jymieka
The price is CA $143
CA $161 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Sarasota - Siesta Key
A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".

12. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
9.2 out of 10, Wonderful, (964 reviews)
"Clean room , clean towels, good breakfast, and very nice friendly staff"
Canada
Sonila
The price is CA $170
CA $193 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A modern building with a blue door, numbered 23, and a small water feature in front.

13. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.4 out of 10, Exceptional, (1,005 reviews)
"Loved this resort, friendly staff, large rooms, close to beach and to Sarasota, nice pool, fully equipped kitchen. Would definitely recommend"
Canada
CATHERINE
The price is CA $76
CA $158 total
includes taxes & fees
Nov 17 - Nov 18
Siesta Key Palms Resort
An aerial view of a residential area with a swimming pool, multiple cars, and a large building with a red roof.

14. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,056 reviews)
"Great resort and location!"
United States
Christine
The price is CA $204
CA $267 total
includes taxes & fees
Nov 12 - Nov 13
Tropical Beach Resorts
A Hampton Inn & Suites with a clear entrance, a sign indicating a clearance of 131 feet, and a parking area with a palm tree and potted plants.

15. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
9.0 out of 10, Wonderful, (1,004 reviews)
"Very clean very good breakfast wonderful stuff"
United States
Dumitru
The price is CA $157
CA $178 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Venice Bayside South Sarasota
A modern house with a patio, a flag, and a palm tree.

16. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,007 reviews)
"Fantastic love the place great location. Great rooms would stay again."
United States
Phil
The price is CA $144
CA $182 total
includes taxes & fees
Dec 9 - Dec 10
Casey Key Resorts - Beachfront
A Days Inn with a yellow facade, arched entrance, and a well-maintained garden with palm trees and shrubs.

17. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.8 out of 10, (752 reviews)
"The rooms were very clean. Room Service cleaned the rooms every day. They were reliable & helpful. I extended my stay due to my overall satisfaction."
United States
Steve
The price is CA $95
CA $108 total
includes taxes & fees
Nov 11 - Nov 12
Days Inn by Wyndham Sarasota I-75
A Holiday Inn Express hotel with a covered entrance, palm trees, and a well-lit facade.

18. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.4 out of 10, Very good, (1,006 reviews)
"It was great, the breakfast was good, staff was nice and the property had all the facilities."
United States
Yash
The price is CA $127
CA $144 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Sarasota East - I-75 by IHG
Beach

19. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (295 reviews)
"Great weekend stay at siesta!"
United States
Cassie
The price is CA $146
CA $164 total
includes taxes & fees
Dec 9 - Dec 10
Cottages at Siesta Key Inn
A hotel with a distinctive architectural style, featuring arched windows and a prominent sign.

20. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.6 out of 10, Good, (1,006 reviews)
"I was happy if your looking for a good price hotel I’d go here"
United States
Tanner
The price is CA $94
CA $106 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn - Near Serenoa Golf Club
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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Top Osprey Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"The location and amenities were perfect for the celebration of life for my mother-in-law. Staff was very warm and friendly."
Denise 3-night trip
Posted less than an hour ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Osprey

Osprey Houseboats information

Number of reviews
9,249
Accommodation
6 Houseboats
Lowest Price
CA $106
Highest Price
CA $594

Frequently asked questions

How much do houseboats in Osprey cost?
Houseboats in Osprey range between CA $106 and CA $594 per night. These unique getaways combine adventure on the water with the comforts you need at an affordable price. 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.
Why book your houseboat in Osprey with Expedia?
Booking a houseboat in Osprey is as simple as clicking on your travel dates and picking an option that checks your boxes. In search of a floating retreat that's inexpensive or upscale, or a stay that also has a hot tub and free WiFi? Use Expedia's search filters to further narrow your results and find your ideal match.
What is there to do in Osprey near my houseboat?
After you've unpacked and settled in, venture out and discover the cool things Osprey has on offer. Oscar Scherer State Park is a popular attraction to add to your to-do list.

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