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

Search Holiday Rentals in Osprey Village

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Osprey Village holiday rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,054 reviews)
"Great resort and location!"
United States
Christine
The price is ₹13,566
₹17,770 total
includes taxes & fees
10 Nov - 11 Nov
Tropical Beach Resorts
An outdoor patio with a grill, white chairs, and a red umbrella.

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,481 reviews)
"This place was perfect!"
United States
Kat
The price is ₹13,991
₹15,809 total
includes taxes & fees
10 Nov - 11 Nov
Hibiscus Suites - Gateway to Siesta Key
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (700 reviews)
"Enjoyed our stay"
United States
Robin
The price is ₹17,305
₹19,555 total
includes taxes & fees
6 Dec - 7 Dec
A Beach Retreat
An outdoor dining area with clear plastic chairs and tables, surrounded by greenery and a building in the background.

4. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is ₹14,458
₹17,930 total
includes taxes & fees
10 Nov - 11 Nov
Captiva Beach Resort
A modern living room with a sofa, a dining area, and a kitchen area.

5. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (288 reviews)
"My boyfriend and I had a wonderful time. Easy late check in. Nice clean room. Property beautiful. Private beach beautiful. We definitely plan to come back and have family join."
United States
Jamie
The price is ₹18,313
₹22,525 total
includes taxes & fees
10 Dec - 11 Dec
Casey Key Resort
A bedroom with a view of a swimming pool and outdoor seating.

6. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (208 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is ₹19,994
₹22,593 total
includes taxes & fees
11 Nov - 12 Nov
SeaSpray Resort
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

7. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ₹8,179
₹28,131 total
includes taxes & fees
10 Nov - 11 Nov
Siesta Heron Suites & Villas
A compact living space with a sofa, a television, a ceiling fan, and a door.

8. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (392 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is ₹5,700
₹19,106 total
includes taxes & fees
22 Nov - 23 Nov
Tiny House Siesta
A pathway lined with directional signs leading to various amenities such as a pet area, bike trail, and beach.

9. Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (320 reviews)
"Debbie and Sean are excellent hosts. Very clean, very comfortable, very quiet. Pet friendly, which is awesome also. Great location also just a couple miles from downtown or the beach.."
United States
Joseph
The price is ₹15,267
₹17,252 total
includes taxes & fees
10 Nov - 11 Nov
Kon Tiki Inn
A cozy living room with a stone fireplace, a flat-screen TV, a sofa, a coffee table, and a dining area with chairs.

10. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (213 reviews)
"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...
United States
Karen Jean
The price is ₹21,482
₹30,112 total
includes taxes & fees
10 Nov - 11 Nov
The Inn On Siesta Key
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a ceiling fan.

11. 4 Mi to Siesta Key Beach: Condo w/ Pool Access

4 Mi to Siesta Key Beach: Condo w/ Pool Access
4.0 star property
Sarasota
10.0 out of 10, Exceptional, (1 review)
"The property was clean and decorated so cute. It was easy to find and simple check in. We had a problem with the ac and they fixed it right away. The host was great and communicated very well. Highly recommended!"
United States
Lori
The price is ₹8,922
₹28,256 total
includes taxes & fees
10 Nov - 11 Nov
4 Mi to Siesta Key Beach: Condo w/ Pool Access
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

12. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is ₹10,312
₹32,876 total
includes taxes & fees
10 Nov - 11 Nov
Beach Tree Cottage,Walk To Beach& Siesta
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

13. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is ₹16,529
₹43,616 total
includes taxes & fees
10 Nov - 11 Nov
Yellow Palm Cottage, Heart of Siesta Key
A patio with a sun lounger, a table with chairs, and an umbrella.

14. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
Beach View 100ft To Beach and SPA
A small, single-story building with a porch, surrounded by tropical vegetation.

15. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is ₹16,566
₹42,597 total
includes taxes & fees
10 Nov - 11 Nov
BlueDolphin Cottage Walk To Siesta Beach
A modern living room with a sofa, a coffee table, and a TV. There are windows with blinds, a door, and a kitchen area visible.

16. Pineapple Paradise 1 13 min to Beach Fire Pit

Pineapple Paradise 1 13 min to Beach Fire Pit
2.0 star property
Central Sarasota
The price is ₹14,285
₹37,536 total
includes taxes & fees
10 Nov - 11 Nov
Pineapple Paradise 1 13 min to Beach Fire Pit
A wooden-paneled room with a round table and four chairs, a flat-screen TV mounted on the wall, and a refrigerator in the background.

17. Sun Outdoors Sarasota

Sun Outdoors Sarasota
2.5 star property
Fordville
The price is ₹42,261
₹47,755 total
includes taxes & fees
10 Nov - 11 Nov
Sun Outdoors Sarasota
A modern kitchen with white cabinets, a built-in oven, and a microwave. There is a dining area with a wooden table set for two, blue plates, and wine glasses. A ceiling fan is visible in the living room area.

18. Beach Road

Beach Road
2.0 star property
Siesta Key
Beach Road
A kitchen with white cabinets, a granite countertop, and a large bowl. There is a dining area with a table and chairs, and a view of the ocean through a window.

19. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ₹25,544
₹57,426 total
includes taxes & fees
23 Nov - 24 Nov
Unwind Poolside + Walk to Beach! Sarasota Retreat
A covered porch with a glass table and chairs, a painting on the wall, and a view of the outdoors.

20. 4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota

4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
3.0 star property
Ridge Wood Heights
The price is ₹11,270
₹23,769 total
includes taxes & fees
10 Nov - 11 Nov
4 Mi to Dtwn! Studio w/ Screened Porch in 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osprey Village Hotel Reviews

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

8/10 Good
"Very well maintained property. Staff very kind and professional. Our room was spacious and well appointed . The beds were somewhat comfortable , they need better pillows. Also, they need more dining options. Overall, nice property."
Shaune 2-night trip
Posted less than an hour ago
The Ritz-Carlton, Sarasota

Find out more about Osprey Village

Holiday Rentals in Osprey Village

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

  • View our selection of featured holiday rentals in Osprey Village
  • Use the map to find apartments and other holiday homes in the Osprey Village neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osprey Village while they last

Look no further and take a look at our great range of rental properties in Osprey Village!

Frequently asked questions

Can I find a holiday rental in Osprey Village?

Yes, there are holiday rentals close to the most popular sights in Osprey Village, 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?

Tropical Villas of Venice Beach: This holiday home rental outside of Osprey Village 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 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 Mote Marine Laboratory & Aquarium, or get outside and enjoy nature at Siesta Key Beach. Lido Beach and Turtle Beach are a couple of places you'll find in the wider 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.