Osprey Village Holiday Rentals

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Holiday Rentals in Osprey Village

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4700)
"Great stay"
The price is S$312
includes taxes & fees
22 Jun - 23 Jun
Tropical Beach Resorts

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2132)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
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, (260)
"Very nice, clean, everyone so helpful. We had a great experience. We will definitely come back! "
The price is S$1,039
includes taxes & fees
1 Jul - 2 Jul
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (305)
"Very clean, wish I could have stayed longer!"
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1102)
"Great property! The room looked brand new. Was very clean!"
Captiva Beach Resort

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (290)
"Great place to stay. "
The price is S$206
includes taxes & fees
16 Jun - 17 Jun
Tiny House Siesta

Kon Tiki Inn

2.0 star property
10.0 out of 10, Exceptional, (201)
"Great hotel, pool was lovely and the room was just what we needed. Clean and spacious with a great kitchenette. "
The price is S$202
includes taxes & fees
12 Jun - 13 Jun
Kon Tiki Inn

Siesta Key Island Rentals

3.0 star property
9.8 out of 10, Exceptional, (34)
"Great vacation stay "
The price is S$552
includes taxes & fees
16 Jun - 17 Jun
Siesta Key Island Rentals

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (412)
"Very nice quiet and clean. "
Venice Beach Villas

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (309)
"Best place ever "
Sea Club I Beach Resort

SeaSpray Resort

4.0 star property
The price is S$551
includes taxes & fees
23 Jun - 24 Jun
SeaSpray Resort

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (179)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The price is S$421
includes taxes & fees
12 Jun - 13 Jun
The Inn On Siesta Key

Barsala at Champions Walk

4.0 star property
7.2 out of 10, Good, (39)
"Overall great experience! "
Barsala at Champions Walk

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (233)
"The property was in a quiet area and was very pleasant and comfortable. "
Tropical Villas of Venice Beach

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (31)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is S$441
includes taxes & fees
12 Jun - 13 Jun
Siesta Heron Suites & Villas

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (117)
"This resort was clean and convenient, would definitely stay here again"
Siesta Palms By the Beach

Longboat Bay Club

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."
Longboat Bay Club
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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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.

What are some of the best holiday rentals that Osprey Village has to offer?

Siesta Key Island Rentals: This holiday home rental outside of Osprey Village comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Osprey Village?

Expedia has 4 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 St. Armands Circle 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.