Search Holiday Rentals in Osprey Village

    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 Village

Tropical Beach Resorts
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,394 reviews
"everything you need. quiet and convenient. "
The price is ฿4,726
per night
13 Jun - 14 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, 2,008 reviews
"Good location, room are very good and specious, nice appliances. "
The price is ฿5,139
per night
11 Jun - 12 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, 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 ฿26,179
per night
9 Jul - 10 Jul
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, 253 reviews
"I love this place!! I just stayed at the room for 12 with my friends and it was so much fun. The property manager was so nice and helpful. The place was super cute and it had a small but nice pool with an amazing black stone grill that we used for a barbecue one day. The beach was literally across the street and wasn’t too bad of a walk to town. I will be coming back for sure! "
The price is ฿9,523
per night
12 Jun - 13 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 ฿6,530
per night
16 Jun - 17 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, 135 reviews
"Very tiny Tiny House. Nicely decorated and clean. Bathroom so small if you’re anything over average height and weight beware. Comfortable stay if it’s short like 2 nights. Room for 3 but we were just 2 adults and it was quite small. Nice nice fridge but chairs too low for fold down table . We didn’t cook there but you can. Overall a good deal for what you get. Area a little sketchy across the street . Expedia does not show this in its presentation of Tiny Houses "
The price is ฿3,599
per night
9 Jun - 10 Jun
Tiny House Siesta
Kon Tiki Inn
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, 120 reviews
"Debbie was great!!! You can tell they take pride in their little oasis. I highly recommend. Close to Caspersen Beach of your looking for Shark teeth. "
The price is ฿4,792
per night
9 Jun - 10 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
"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
On the beach, white sand
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
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
Don't see what you're looking for?
See all available properties in Osprey Village
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 Village you may be interested in

Kompose Boutique Hotel
Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, 3,471 reviews
"Staff was very nice. Had a pool. Good times great oldies KOOL 105"
The price is ฿3,314
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, 1,017 reviews
"Bathroom is really small with a sulfer smell when you flush. "
The price is ฿5,854
per night
10 Jun - 11 Jun
Hyatt Regency Sarasota
Spark by Hilton Sarasota Siesta Key Gateway
Exterior
Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
8.2 out of 10, Very good, 1,029 reviews
"Ease to different areas."
The price is ฿4,149
per night
16 Jun - 17 Jun
Spark by Hilton Sarasota Siesta Key Gateway
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 holiday rentals in Osprey Village on Expedia! 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 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?

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 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.

Recent reviews of Osprey Village properties
Expedia verified reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

5/5 Excellent
"Staff was very nice. Had a pool. Good times great oldies KOOL 105"
A verified traveller stayed at Kompose Boutique Hotel
Posted 21 hours ago
Kompose Boutique Hotel