Osprey Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Osprey

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,383 reviews
"My wife and I have stayed here several times over the past few years. We l Iove it. The place is not fancy but it is spotless and just a short walk to the beach. Our unit had a complete kitchen a small dining area. The place seems ro cater to small families and couples. The town has everything else from dining to entertainment. The people that run the place are friendly as well as helpful. Well worth a look . "
The price is ₩199,554
₩256,516 total
includes taxes & fees
Jun 10 - Jun 11
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, 2,006 reviews
"Good location, room are very good and specious, nice appliances. "
The price is ₩193,684
₩218,863 total
includes taxes & fees
Jun 9 - Jun 10
Hibiscus Suites - Gateway to Siesta Key
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 166 reviews
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is ₩858,761
₩1,024,700 total
includes taxes & fees
Jun 24 - Jun 25
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save an average of 15% on thousands of hotels when you're signed in
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, 249 reviews
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
The Ringling Beach House
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, 1,040 reviews
"Would recommend this place to others. Good price for so close to the Siesta Key Beach. "
The price is ₩246,137
₩324,678 total
includes taxes & fees
Jun 9 - Jun 10
Captiva Beach Resort
Tiny House Siesta
2.0 star property
8.2 out of 10, Very Good, 135 reviews
"We loved our tiny house! "
The price is ₩134,203
₩244,751 total
includes taxes & fees
Jun 9 - Jun 10
Tiny House Siesta
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, 117 reviews
"We have enjoyed everything about this place. No complaints! The location is perfect, easy to get to. It’s small and personable. The rooms have everything we need. And they are decorated very nicely. Management is excellent! Pool and pool area is wonderful. Will definitely try to book here again on our next stay. "
The price is ₩180,573
₩204,047 total
includes taxes & fees
Jun 9 - Jun 10
Kon Tiki Inn
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, 193 reviews
"It was a great stay! Clean with added comforts of home and for the beach with fabulous communication. We will definitely be back!!!"
Tropical Villas of Venice Beach
Sea Club I Beach Resort
3.0 star property
9.0 out of 10, Wonderful, 283 reviews
"Nice place for a quiet, short getaway "
Sea Club I Beach Resort
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, 99 reviews
"Stayed at Siesta Palms by the Beach for a week in May. The unit we had was spacious and very clean. Plenty of towels for our week stay. The shower was awesome!! It was also nice to have beach amenities to take with us such as chairs, umbrella, cart. However, the chairs were pretty rusted and old. Could use an update. The area was quiet and serene. Located in a quiet neighborhood and very close to beach access. However, once you reach the beach there isnt a lot of space for people to spread out...
Siesta Palms By the Beach
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very Good, 26 reviews
"I like everything, thank you so much!!!"
The price is ₩172,807
₩566,907 total
includes taxes & fees
Jun 26 - Jun 27
Siesta Heron Suites & Villas
Don't see what you're looking for?
See all available properties in Osprey
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.

Other types of properties in Osprey you may be interested in

Casey Key Resorts - Mainland
3.0 star property
8.4 out of 10, Very Good, 1,006 reviews
"Very clean.. love the shuttle to the beach so many nice restaurants in the area .."
The price is ₩205,179
₩259,674 total
includes taxes & fees
Jul 3 - Jul 4
Casey Key Resorts - Mainland
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, 3,461 reviews
"Brand new. Cute . Chic and friendly "
The price is ₩127,682
₩162,897 total
includes taxes & fees
Jun 9 - Jun 10
Kompose Boutique Hotel
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very Good, 1,014 reviews
"Bathroom is really small with a sulfer smell when you flush. "
The price is ₩218,294
₩293,216 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Regency Sarasota
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.

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

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

Yes, we have vacation rentals in Osprey near Nancy's Consignments, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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 vacation rentals in Osprey?

Tropical Villas of Venice Beach: This vacation home rental near Osprey is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Osprey?

With 31 Expedia vacation rentals, you're sure to find just the right place for your Osprey stay.

What’s there to see and do in Osprey?

Family-friendly attractions include Nancy's Consignments and Jim Neville Marine Preserve, 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 like Siesta Key Beach and Lido Beach.

What’s a vacation rental in Osprey like?

Vacation rentals are private properties you can stay in for a long or short time in Osprey. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.

Recent reviews of Osprey properties
Expedia verified reviews