Search Vacation Homes in Osprey
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In one month
In two months
In three months
Vacation Homes in Osprey
Our top choices for Osprey vacation homes

Siesta Key Island Rentals
Siesta Key Island Rentals
9.6 out of 10, Exceptional, (46)
The price is ¥20,314
¥44,871 total
includes taxes & fees
Sep 2 - Sep 3

Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
8.4 out of 10, Very Good, (35)
The price is ¥26,014
¥82,404 total
includes taxes & fees
Aug 31 - Sep 1

Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
10.0 out of 10, Exceptional, (1)

Tropical Villas of Venice Beach
Tropical Villas of Venice Beach
9.6 out of 10, Exceptional, (238)

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
9.8 out of 10, Exceptional, (110)

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.6 out of 10, Exceptional, (109)

Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
10.0 out of 10, Exceptional, (3)

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, (134)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Osprey Hotel Reviews
Find out more about Osprey
Find out more about Osprey
Osprey Vacation Homes information
Number of reviews | 55 |
---|---|
Accommodation | 3947 Vacation Homes |
Lowest Price | ¥20,314 |
Highest Price | ¥26,014 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Osprey
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto