Osprey Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Osprey vacation rentals

Cabin (Tiny House - Green Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very Good, (357 reviews)
"So cute, with clear instructions "
United States
Jair
The price is ₩163,654
₩367,351 total
includes taxes & fees
Mar 29 - Mar 30
Tiny House Siesta
Terrace/patio

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (260 reviews)
"Great place! "
United States
Michelle
The price is ₩243,724
₩275,408 total
includes taxes & fees
Apr 2 - Apr 3
Kon Tiki Inn
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.6 out of 10, Exceptional, (100 reviews)
"VERY ENJOYABLE /STAFF WAS EXCELLENT"
United States
KARL
The price is ₩512,131
₩578,719 total
includes taxes & fees
Apr 19 - Apr 20
SeaSpray Resort
Property grounds

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,368 reviews)
"We had a very nice time and the resort was centrally located and right down the road from the beach. "
United States
Christopher Kevin
The price is ₩302,385
₩380,381 total
includes taxes & fees
Apr 12 - Apr 13
Tropical Beach Resorts
Exterior

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,213 reviews)
"Room was clean. Great location, close to beech and good dining "
United States
Charlotte
The price is ₩420,779
₩500,709 total
includes taxes & fees
Apr 9 - Apr 10
Captiva Beach Resort
Exterior

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is ₩405,080
₩1,129,325 total
includes taxes & fees
Apr 19 - Apr 20
Chadwick Cove Resort & Marina
Beach nearby, white sand, beach umbrellas, beach towels

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is ₩783,476
₩967,745 total
includes taxes & fees
Mar 24 - Mar 25
The Inn On Siesta Key
Luxury House | Private kitchen

Vacation Home in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (62 reviews)
"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "
United States
Laura
The price is ₩577,768
₩895,769 total
includes taxes & fees
Mar 23 - Mar 24
Siesta Key Island Rentals
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (607 reviews)
"Literally steps to the beach. "
United States
william
A Beach Retreat
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 Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"The hotel is beautiful, the rooms are clean, and the staff are very friendly. I love the rooftop. "
Yamile 5-night trip
Posted 1 hour ago
The Westin Sarasota

Find out more about Osprey

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

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

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

Frequently asked questions

Can I find vacation rentals in Osprey?

Yes, we have vacation rentals in Osprey near Jim Neville Marine Preserve, or you can go with a more secluded option if you're looking for extra privacy while you relax. Visitors to Osprey speak positively about the popular beaches and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and shops.

What are some of the best vacation rentals in Osprey?

Siesta Key Island Rentals: This vacation home rental near Osprey 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 are there in Osprey?

With 17 Expedia vacation rentals, you're sure to find just the right place for your Osprey stay.

What’s there to see and do in Osprey?

Family-friendly attractions include Jim Neville Marine Preserve and Nancy's Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places like Siesta Key Beach and Lido Beach.

What’s a vacation rental in Osprey like?

Vacation rentals are private properties you can stay in for a long or short time in Osprey. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.