Holiday Rentals Osprey from ₹13,017: Find Short-Term Rentals & Holiday Accommodations

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

Siesta Key Island Rentals : This holiday home rental outside of Osprey comes with free 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Osprey holiday rentals

Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

Sarasota

Shelly

₹21,997 total

includes taxes & fees

27 Apr - 28 Apr

Kon Tiki Inn

Venice Island

Brittany

₹13,017 total

includes taxes & fees

5 May - 6 May

Tropical Beach Resorts

South Village

crystal

₹22,277 total

includes taxes & fees

25 May - 26 May

Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

Siesta Key

Ahmad

₹30,892 total

includes taxes & fees

27 May - 28 May

Captiva Beach Resort

South Village

Angela

₹20,693 total

includes taxes & fees

29 Apr - 30 Apr

Chadwick Cove Resort & Marina

Manasota Key

Cathy

₹54,531 total

includes taxes & fees

27 Apr - 28 Apr

Beachside One Bedroom Suite | Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

Casey Key

Marialis

₹21,138 total

includes taxes & fees

18 May - 19 May

Beach nearby, white sand, beach umbrellas, beach towels

The Inn On Siesta Key

Siesta Key

Amanda

₹30,980 total

includes taxes & fees

28 Apr - 29 Apr

View all properties

Find holiday rentals that suit your style

Private holiday homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Osprey Hotel Reviews

Ramada by Wyndham Sarasota Waterfront

6/10 Okay

"Breakfast buffet good though not great. Staff pleasant."

Tropical Beach Resorts

10/10 Excellent

"Free parking for 1 car near or beside the unit. Kitchen with fridge. Provides for private beach area shared by a few other adjacent resorts. Rental chairs, and umbrellas available on the beach if needed.. walk to the beach, barely a block, and walk to multiple good food and drink options in South Village. The trolley picks up along the main street for a ride up to north village.. outdoor grills to cook out..."

DoubleTree by Hilton Sarasota Bradenton Airport

6/10 Okay

"Avoid Room 405. This room should be converted into a storage. Above this room sounds like a laundry room and we hear loud spinning above us. Trying to sleep in? Forget it because it’s ongoing. We even recorded it and presented to front desk. The first time we heard it we thought it was a helicopter because it was so loud. Staff is amazing in the restaurant and front desk. Housekeeping grumpy old lady. "

Find out more about Osprey

Holiday Rentals in Osprey

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

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

Yes, there are holiday rentals in Osprey close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Osprey speak positively about the popular beaches and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and shops.

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

Siesta Key Island Rentals: This holiday home rental outside of Osprey comes with free 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 are there in Osprey?

With 19 Expedia holiday rentals, you're guaranteed 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 such as Siesta Key Beach and Venice Beach.

What’s a holiday rental in Osprey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osprey. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates