Osprey Holiday Rentals - Holiday Homes in Osprey

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

Tropical Villas of Venice Beach : This holiday home rental outside of Osprey 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.

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Our top choices for Osprey holiday rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

South Village

Liliana

RM789 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor patio with a grill, white chairs, and a red umbrella.

2. Hibiscus Suites - Gateway to Siesta Key

Sarasota

Kat

RM622 total

includes taxes & fees

3 Nov - 4 Nov

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

3. Captiva Beach Resort

South Village

Karla

RM790 total

includes taxes & fees

25 Oct - 26 Oct

A compact living space with a kitchen, a dining area, and a sofa with cushions.

4. Tiny House Siesta

Sarasota

Staci

RM825 total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

5. SeaSpray Resort

Siesta Key

Geraldine

RM1,034 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

6. A Beach Retreat

Casey Key

Robin

RM850 total

includes taxes & fees

4 Nov - 5 Nov

A wooden structure with a thatched roof overlooking a beach.

7. Casey Key Resort

Casey Key

jay

RM937 total

includes taxes & fees

28 Oct - 29 Oct

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Top Osprey Hotel Reviews

Tropical Beach Resorts

10/10 Excellent

"Perfectly located right next to the beach. Great place to stay."

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good

"The breakfast was disappointing, it was just a bagel bar. So just keep that in mind especially if visiting w children. Luckily there were stores near by. The staff was very helpful, the rooms were very clean (very small but cozy) the pool was a nice area and in a great location from stores, restaurants and siesta, turtle beach!"

Siesta Key Palms Resort

10/10 Excellent

"We cannot say enough good things about our stay here. The villa we stayed at was clean and had lots of amenities we didn't anticipate. The staff was amazing and helpful. Other than updating the bar and maintenance was the only hiccup. The location is really great. Just a small walk across the bridge to Siesta Key Beach. Lots of great eating establishments walking distance from Hotel. We are already looking to re-book early next year. This place is a hidden gem. Thank you Siesta Key Palms resort. Darin"

Find out more about 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
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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 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?

Tropical Villas of Venice Beach: This holiday home rental outside of Osprey 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 are there in Osprey?

With 13 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?

Turtle Beach and Nokomis 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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