Vacation Homes in Osprey, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in Osprey

Siesta Key Island Rentals

Tropical Villas of Venice Beach

Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!

Private Home Directly on Siesta Key Beach!

This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Beachside Retreat with Pool and Beach Access

Bungalow w/ Heated Pool by Downtown & Beaches

JULY AUG SUPER DISCOUNT! IMG AMISLAND BEACHES KAYAK FISHING ON LAKE KIDS PETS OK
Top hotels in Osprey

Tropical Beach Resorts
Find the Best Vacation Homes in Osprey
Why book a vacation home in Osprey?
Vacation homes in Osprey make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Osprey?
Private Osprey rental homes range between $90 - $1,348 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Osprey vacation home rentals. You might look for Osprey rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Osprey offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Osprey?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Osprey. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Osprey hotels and vacation homes that best suit your stay. We also have deals for flights, and Osprey car rentals. You’ll save even more when you bundle your items into a Osprey vacation package!
How many vacation homes are available to book in Osprey?
There are 3838 rental homes in Osprey. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Osprey?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Osprey Vacation Homes essential information
Accommodation | 3838 Vacation Homes |
---|---|
Lowest Price | $90 |
Highest Price | $1,348 |
Popular accommodation | Siesta Key Island Rentals, Tropical Villas of Venice Beach, Charming Beach Cottage, Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!, Private Home Directly on Siesta Key Beach!, This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL., Gorgeous Pool house 5 min from the beach, shopping and restaurants I, Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks, Beachside Retreat with Pool and Beach Access, Bungalow w/ Heated Pool by Downtown & Beaches, JULY AUG SUPER DISCOUNT! IMG AMISLAND BEACHES KAYAK FISHING ON LAKE KIDS PETS OK, Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach |
Explore more Vacation Homes
More places to stay in Osprey
Book on Expedia
Most popular
- Cheap Hotels in St. Augustine
- Cheap Hotels in Key West
- Siesta Key Beach Resorts & Hotels
- Daytona Beach Beach Resorts & Hotels
- Cheap Hotels in Panama City Beach
- Key West All Inclusive Resorts & Hotels
- Cheap Hotels in West Palm Beach
- Cheap Hotels in Miramar Beach
- Panama City Beach Resorts & Hotels
- Cocoa Beach Beach Resorts & Hotels
- Key West Beach Resorts & Hotels
- Cheap Hotels in Gainesville
- Cheap Hotels in Pensacola
- Cheap Hotels in Winter Haven
- Pensacola Beach Resorts & Hotels
- Cheap Hotels in Key Largo
- Cheap Hotels in Sarasota
- Cheap Hotels in Naples
- Destin Beach Resorts & Hotels
- Cheap Hotels in Destin