Search Holiday Rentals in Osprey Village

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Holiday Rentals in Osprey Village

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Aparthotel in South Village

3.5 star property
9.4 out of 10, Exceptional, (5122)
"The room was clean and the staff was very nice."
United States
Jill
The price is 2.749.869 ₫
3.703.202 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Aparthotel in Sarasota

2.5 star property
8.6 out of 10, Excellent, (2201)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Front of property – evening/night
Captiva Beach Resort

Condo in South Village

3.0 star property
9.0 out of 10, Wonderful, (1167)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Exterior
Kon Tiki Inn

Aparthotel in Venice Island

2.5 star property
10.0 out of 10, Exceptional, (245)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is 4.287.621 ₫
4.845.011 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Kon Tiki Inn
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Mobile Home in Sarasota

2.0 star property
8.4 out of 10, Very good, (343)
"Enjoyable stay. "
United States
Lori
The price is 2.821.055 ₫
6.391.140 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Tiny House Siesta
Exterior
Siesta Key Island Rentals

Holiday Home in Siesta Key

3.0 star property
9.6 out of 10, Exceptional, (51)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is 2.636.500 ₫
6.852.263 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Siesta Key Island Rentals
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

Aparthotel in South Village

3.5 star property
9.6 out of 10, Exceptional, (297)
"Loved our stay! "
United States
Michelle
The price is 9.389.895 ₫
11.951.241 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club
On the beach, white sand
A Beach Retreat

Condo in Casey Key

2.5 star property
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osprey Village Hotel Reviews

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"Love the place"
Jenifer 1-night trip
Posted 2 days ago
Siesta Key Palms Resort

Frequently asked questions

Can I find a holiday rental in Osprey Village?

Yes, there are holiday rentals in Osprey Village close to Nancy's Consignments, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Osprey Village?

Expedia has 3 holiday rentals for your stay in Osprey Village.

What can I see and do in Osprey Village?

While exploring the area, visit family-friendly sights like Nancy's Consignments, or get outside and enjoy nature at Siesta Key Beach. Lido Beach and Oscar Scherer State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Osprey Village?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osprey Village. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.