Osprey Village Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Osprey Village vacation rentals

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,224 reviews)
"This place is very nice really close to the beach pool was amazing laid back"
United States
michael
The price is P8,512
P10,959 total
includes taxes & fees
Jan 15 - Jan 16
Tropical Beach Resorts
3.5 star property
9.6 out of 10, Exceptional, (306 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is P20,117
P25,745 total
includes taxes & fees
Jan 19 - Jan 20
The Residences at Siesta Key Beach by Hyatt Vacation Club

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,188 reviews)
"Excellent place and location, "
United States
Richard
The price is P10,991
P13,424 total
includes taxes & fees
Jan 14 - Jan 15
Captiva Beach Resort

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (250 reviews)
"Great place! "
United States
Michelle
The price is P11,781
P13,313 total
includes taxes & fees
Jan 20 - Jan 21
Kon Tiki Inn

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very Good, (347 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is P5,866
P13,828 total
includes taxes & fees
Jan 15 - Jan 16
Tiny House Siesta

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (586 reviews)
"Room was nice & staff was friendly. "
United States
Paula
A Beach Retreat
2.5 star property
8.6 out of 10, Excellent, (2,231 reviews)
"Very nice place !"
United States
Ivette
The price is P14,831
P16,759 total
includes taxes & fees
Feb 1 - Feb 2
Hibiscus Suites - Gateway to Siesta Key

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (192 reviews)
"Great place to stay! "
United States
Carlos
The price is P10,068
P14,658 total
includes taxes & fees
Jan 15 - Jan 16
The Inn On Siesta Key

Vacation Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
The price is P8,492
P21,514 total
includes taxes & fees
Jan 14 - Jan 15
Siesta Heron Suites & Villas

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (84 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is P20,087
P22,699 total
includes taxes & fees
Jan 20 - Jan 21
SeaSpray Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osprey Village Hotel Reviews

Find out more about Osprey Village

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 vacation rental in Osprey Village?

Yes, we give you a choice of vacation rentals in Osprey Village close to Nancy's Consignments, or you can go with a more remote option if you're looking for extra privacy while you relax.

What's the top vacation rental that Osprey Village has to offer?

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

How many vacation rentals will I find in Osprey Village?

Expedia has 4 vacation 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 vacation rentals like in Osprey Village?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Osprey Village. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.