A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Osprey Village holiday rentals

5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (72 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is 4.926.151 ₫
11.185.350 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Siesta Key Island Rentals
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (376 reviews)
"The house was clean and simple. Perfect for a couple to stay for a few nights. Not too far from the beach. Very quiet and safe area."
United States
bruno
The price is 1.778.327 ₫
5.200.005 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Tiny House Siesta
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,286 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is 4.329.090 ₫
5.336.910 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Captiva Beach Resort
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,665 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is 3.994.850 ₫
5.196.574 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Tropical Beach Resorts
Outdoor pool, pool umbrellas, pool loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (7 reviews)
"The room was very clean and well maintained/new. Staff was friendly and helpful. The air conditioner was great. The room we stayed at had lots of accessories for the beach like chairs and kid’s toys for the beach along with an umbrella. The surroundings are peaceful and beautiful. It was a great experience overall."
United States
Jose Luis Alberti
The price is 3.623.328 ₫
16.431.793 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Cedar Run Resort - Roam Hospitality
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.
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Top Osprey Village Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Great location, very close to the beach, very nice and helpful front desk."
Airida 3-night trip
Posted 1 hour ago
Tropical Beach Resorts

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 Venice Beach are other popular places to visit in the 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.