Holiday Rentals Osprey from ₹12,166: 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.

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Our top choices for Osprey holiday rentals

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

1. Tiny House Siesta

Sarasota

Mario

₹22,017 total

includes taxes & fees

24 Sept - 25 Sept

2. Tropical Beach Resorts

South Village

Diana

₹17,077 total

includes taxes & fees

27 Sept - 28 Sept

Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

3. Hibiscus Suites - Gateway to Siesta Key

Sarasota

Kat

₹12,166 total

includes taxes & fees

22 Sept - 23 Sept

4. Captiva Beach Resort

South Village

Karla

₹17,198 total

includes taxes & fees

15 Sept - 16 Sept

Beachside One Bedroom Suite | Premium bedding, pillow-top beds, iron/ironing board (on request)

5. A Beach Retreat

Casey Key

Genghis

₹19,898 total

includes taxes & fees

20 Sept - 21 Sept

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

6. SeaSpray Resort

Siesta Key

Michelle Suzanne

₹22,747 total

includes taxes & fees

15 Sept - 16 Sept

Beach nearby, white sand, beach umbrellas, beach towels

7. The Inn On Siesta Key

Siesta Key

Stephen

₹28,415 total

includes taxes & fees

15 Sept - 16 Sept

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Top Osprey Hotel Reviews

Tropical Breeze Resort

8/10 Good

"I would definitely recommend these cottages for the following reasons: They have very clean rooms. You are steps away from the beach. The little downtown area where there’s a market a bunch of restaurants, coffee places everything you need is also steps away so the location is great! The only downside and maybe it’s because I booked through Expedia was the communication was difficult. There were forms that needed to be filled out that I wasn’t aware of until last-minute because I wasn’t getting the information I needed from the resort because I booked through a 3rd party and I had trouble getting ahold of the front desk a few times via phone and via message. Then there was a minor inconvenience with the fridge making a really loud blaring noise that would wake us up in the middle of the night other than that it was truly a beautiful stay and I was able to bring my pups with me. There is a $50 charge per night per dog so just be aware of that."

Embassy Suites by Hilton Sarasota, FL

8/10 Good

"Me gustó el lugar aunque podrían mejorar con la limpieza general de carpetas, paredes que se ven un poco antiguas, los inodoros y la piscina debería tener luces y temoperatura ambiental por que estaba helada .. todo lo demás desayunos vista espacios excelentes los precios del menú de restaurante deberían ser más accesibles las porciones de alimentos está muy bien .. me gusta que las amanidades estén en el 8 piso"

Zota Beach Resort

10/10 Excellent

"Beautiful location friendly staff roomy clean rooms. Overall 4 stars because coffee and breakfast didn't open until 7. I would have loved a coffee for my sunrise beach walk. Had dinner at the restaurant on site, delicious but brought the food out at different times so the last person had to eat well after everyone was served and orders were mixed up. People who say down 20 minutes after us ate before all of our party were served. Good in a bind but won't eat there next time."

Carlisle Inn

10/10 Excellent

"REALLY clean and neat— everywhere. Room was immaculate. Coffee available for you in the am, along with Amish baked goods and traditional breakfast items, all included in your stay price. Also really liked the glass shower— no shower liners!! Highly recommend if you are staying in Sarasota— not too far from beaches or other attractions."

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:

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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 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 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 15 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?

Jim Neville Marine Preserve and Turtle Beach are a couple of scenic spots to enjoy the outdoors, whereas Historic Spanish Point is one of the cultural attractions. While in the area, you can also visit popular places such as Siesta Key Beach and Lido 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.

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