A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Osprey cottages

A wooden deck with a glass door leading to a lake view, surrounded by greenery.

1. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is 9.256.000 ₫
17.319.392 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Siesta Heron 6 / Sunset
A residential house with a garage, a front door, and a small front yard.

2. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is 3.900.000 ₫
11.595.220 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Home < 1-mi Walk to Warm Mineral Springs Park!
A two-story building with a blue and white exterior, a balcony, and a sign that reads "Gidget's Coastal Preserve."

3. Beach Road

Beach Road
2.0 star property
Siesta Key
The price is 17.966.000 ₫
24.657.223 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Beach Road
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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"Fabulous"
Mari-Andrée 3-night trip
Posted 2 hours ago
The Ritz-Carlton, Sarasota

Find out more about Osprey

Osprey Cottages information

Number of reviews
Accommodation
228 Cottages
Lowest Price
11.595.220 ₫
Highest Price
24.657.223 ₫

Frequently asked questions

How much do cottages in Osprey cost?
Cottages in Osprey range between 11.595.220 ₫ and 24.657.223 ₫ per night. These stays offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osprey?
Osprey has multiple cottages with a total average guest review rating of 0.0. The Inn On Siesta Key is a terrific option if you're into nature and an easy-breezy pace. Guests of this 3.5-star stay will have access to a swimming pool and a garden. Flip Flop Cottages is another popular choice. This 3-star cottage features a swimming pool and a barbecue grill.
How many cottages are there in Osprey?
Take your pick of 228 cottages in Osprey. Whether you're holidaying with the kids or organising a weekend break with close friends, Expedia can help you find the right space to get in touch with nature.
Are there any family-friendly cottages in Osprey?
Many travellers searching for a family-friendly cottage in Osprey choose The Inn On Siesta Key. With a 3.5-star rating and amenities including a nearby beach and a barbecue grill, you're sure to feel right at home here. Another superb option for travelling families is Flip Flop Cottages. A barbecue grill and a picnic area help make this 3-star cottage a comfortable base for your Osprey getaway. Osprey has tons of family-friendly attractions to check out that'll keep the kids entertained. Siesta Key Beach and Venice Beach promise a fun day out for both young and old.
Why book your cottage in Osprey with Expedia?
We think that travelling should be simple, so if you're after cottages in Osprey at a competitive rate, Expedia has you covered. Keep the budget in check and stay in an economical option far away from the city rush, or book a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Osprey?
The quickest way to track down cheap cottages in Osprey is with Expedia's useful filter tool. Refine your search by budget, amenities and star rating to grab unbeatable deals in just a few keystrokes.
What is there to do in Osprey near my cottage?
The most useful travel accessory is a well-planned itinerary. Oscar Scherer State Park is a good spot to begin your sightseeing in Osprey.

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