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Check prices for these dates

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Holiday Rentals in Osprey

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5058)
"Clean room, great A/C, close to beach, very quiet, easy parking, close to restaurants, clean beach, very nice staff. "
United States
Marta
The price is ₹11,126
₹14,559 total
includes taxes & fees
27 Oct - 28 Oct
Tropical Beach Resorts
Front of property – evening/night
Captiva Beach Resort
Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1146)
"Great place close to the beach"
United States
Yuditza
Captiva Beach Resort
Exterior
Kon Tiki Inn
Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (239)
"Charming, clean, and comfortable. Will definitely stay again when I'm the area. "
United States
Carla
The price is ₹13,255
₹14,978 total
includes taxes & fees
18 Nov - 19 Nov
Kon Tiki Inn
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
Tiny House Siesta
2.0 star property
8.4 out of 10, Very good, (333)
"We had a great time at Tiny House, location can not be better and everything was as described."
United States
Elvia
The price is ₹8,434
₹15,240 total
includes taxes & fees
27 Oct - 28 Oct
Tiny House Siesta
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2184)
"very nice helpful people at the desk, nice new clean room good parking, walkable to Crescent beach, beautiful beach"
United States
Emanuela
Hibiscus Suites - Gateway to Siesta Key
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (292)
"Loved our stay! "
United States
Michelle
The price is ₹37,711
₹47,080 total
includes taxes & fees
11 Nov - 12 Nov
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property grounds
Chadwick Cove Resort & Marina
Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is ₹6,915
₹47,278 total
includes taxes & fees
26 Oct - 27 Oct
Chadwick Cove Resort & Marina
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen
Siesta Key Island Rentals
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
United States
Julianna
The price is ₹7,732
₹21,584 total
includes taxes & fees
26 Oct - 27 Oct
Siesta Key Island Rentals
Deluxe Studio, Bay View | View from room
Casey Key Resort - Gulf Shores
Casey Key Resort - Gulf Shores
3.0 star property
8.4 out of 10, Very good, (262)
"Amazing place"
United States
Ricardo
Casey Key Resort - Gulf Shores
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
Siesta Heron Suites & Villas
Deluxe Suite, 2 Bedrooms | Living area
SeaSpray Resort
SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (52)
"Pleasant stay, walk to beach and the Village. Good size mini apartment "
United States
Lisa L
The price is ₹19,239
₹21,741 total
includes taxes & fees
26 Oct - 27 Oct
SeaSpray Resort
Exterior
Siesta Sands Beach Resort 4th Floor With Elevator
Siesta Sands Beach Resort 4th Floor With Elevator
3.5 star property
The price is ₹18,330
₹54,161 total
includes taxes & fees
26 Oct - 27 Oct
Siesta Sands Beach Resort 4th Floor With Elevator
Deluxe Villa | Living area
Bradenton Breeze
Bradenton Breeze
4.0 star property
6.0 out of 10, (2)
"It was good! "
United States
Shayna
The price is ₹8,444
₹26,915 total
includes taxes & fees
31 Oct - 1 Nov
Bradenton Breeze
Exterior
4BR Spacious Paradise
4BR Spacious Paradise
2.0 star property
The price is ₹42,371
₹74,234 total
includes taxes & fees
28 Oct - 29 Oct
4BR Spacious Paradise
Exterior
Gulf View Condominiums
Gulf View Condominiums
3.5 star property
The price is ₹35,580
₹88,167 total
includes taxes & fees
29 Oct - 30 Oct
Gulf View Condominiums
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior
Lulu's Key House Leatherback 2/2 Downstairs
Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
The price is ₹18,673
₹47,622 total
includes taxes & fees
28 Oct - 29 Oct
Lulu's Key House Leatherback 2/2 Downstairs
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Friendly staff, cute modern rooms "
Jessie 2-night trip
Posted 9 hours ago
Kompose Boutique Hotel

Find out more about Osprey

Holiday Rentals in Osprey

Search for holiday rentals in Osprey on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Osprey using one of the methods below:

  • View our selection of featured holiday rentals in Osprey
  • Use the map to find apartments and other holiday homes in the Osprey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osprey while they last

Look no further and take a look at our great range of rental properties in Osprey!

Frequently asked questions

Can I find holiday rentals in Osprey?

Yes, there are holiday rentals in Osprey close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Osprey speak positively about the popular beaches and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and shops.

What are some of the best holiday rentals that Osprey has to offer?

Charming Florida Beach Home w King Bed Patio: This highly rated holiday home rental in Osprey offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Osprey?

With 33 Expedia holiday rentals, you're guaranteed to find just the right place for your Osprey stay.

What’s there to see and do in Osprey?

Family-friendly attractions include Jim Neville Marine Preserve and Nancy's Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places such as Siesta Key Beach and Lido Beach.

What’s a holiday rental in Osprey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osprey. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.