Search Holiday Rentals in Osprey

    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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Osprey

Tropical Beach Resorts
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,373 reviews
"Staff was friendly. Room was great. Very comfortable at a great price. "
The price is ₹11,422
per night
4 Jun - 5 Jun
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, 2,005 reviews
"Good location, room are very good and specious, nice appliances. "
The price is ₹10,648
per night
4 Jun - 5 Jun
Hibiscus Suites - Gateway to Siesta Key
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 164 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 ₹50,705
per night
19 Jun - 20 Jun
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Ringling Beach House
Aerial view
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 price is ₹24,382
per night
6 Jun - 7 Jun
The Ringling Beach House
Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
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 ₹14,964
per night
4 Jun - 5 Jun
Captiva Beach Resort
Tiny House Siesta
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
2.0 star property
8.2 out of 10, Very good, 134 reviews
"Came to siesta keys for the first time, really enjoyed our time there and it was a beautiful tiny place"
The price is ₹8,159
per night
4 Jun - 5 Jun
Tiny House Siesta
Kon Tiki Inn
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, 115 reviews
"There was nothing to dislike about Kon Tiki. Property is well kept, very clean, updated and maintaince. "
The price is ₹10,978
per night
6 Jun - 7 Jun
Kon Tiki Inn
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, 193 reviews
"The villa is well situated, being close to shopping, transport, and the tourist sites. We would definitely stay there again. The room have everything chair beach towels bikes kitchen staff love the place these was my second time Es un excelente lugar para gente mayor muy tranquilo aburrido para jóvenes .el room cuenta con todo es muy limpio y cómodo casa room tiene un patio con Barbie q hay bicicletas y el supermercado queda a 5 min lo mismo el centro "
Tropical Villas of Venice Beach
Sea Club I Beach Resort
On the beach, white sand
Sea Club I Beach Resort
3.0 star property
9.0 out of 10, Wonderful, 282 reviews
"The unit could use an update"
Sea Club I Beach Resort
Siesta Palms By the Beach
Beach nearby, white sand, sun-loungers, beach umbrellas
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
House, Lakeside | Private kitchen | Full-sized fridge, microwave, oven, stovetop
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 ₹11,281
per night
9 Jun - 10 Jun
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
Outdoor dining
Casey Key Resorts - Mainland
3.0 star property
8.4 out of 10, Very good, 1,011 reviews
"Good"
The price is ₹14,302
per night
4 Jun - 5 Jun
Casey Key Resorts - Mainland
Kompose Boutique Hotel
Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, 3,448 reviews
"Good location, great value for area!!"
The price is ₹7,512
per night
10 Jun - 11 Jun
Kompose Boutique Hotel
Hyatt Regency Sarasota
Outdoor pool, pool loungers
Hyatt Regency Sarasota
4.0 star property
8.0 out of 10, Very good, 1,010 reviews
"I enjoyed my stay at this hotel from the staff to the amenities, the pool, restaurant and the comfortable room. My only issue was the elevators. They were extremely slow and very small considering most people had luggage with them. Everything else was wonderful!"
The price is ₹13,271
per night
9 Jun - 10 Jun
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.

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 Nancy's Consignments, 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?

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

How many holiday rentals are there in Osprey?

With 31 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 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 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.

Recent reviews of Osprey properties
Expedia verified reviews

Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

5/5 Excellent
"Great service great location "
A verified traveller stayed at Comfort Suites Sarasota - Siesta Key
Posted 5 hours ago
Comfort Suites Sarasota - Siesta Key