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Our top choices for Osprey cottages

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is £1,019
includes taxes & fees
21 Jun - 22 Jun
Beach Road

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is £106
includes taxes & fees
23 Jun - 24 Jun
Charming cottage for 2 across warm mineral springs park

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 £360
includes taxes & fees
29 Jun - 30 Jun
Home < 1-mi Walk to Warm Mineral Springs Park!

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
9.8 out of 10, Exceptional, (8 reviews)
"We all had a wonderful stay!!! The home was clean, beautifully furnished and appointed with all sorts of amenities: coffee, tea, beach chairs, towels, laundry detergent and more. The fenced in yard was wonderful for privacy and the dogs. The owners were very responsive to our questions and needs. We would definitely stay here again!!! Not only was the home super cute, it was close to everything: grocery store, pharmacy, downtown, beaches and restaurants. "
United States
Jade C.
The price is £182
includes taxes & fees
21 Jun - 22 Jun
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is £366
includes taxes & fees
1 Jul - 2 Jul
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Southgate
9.6 out of 10, Exceptional, (15 reviews)
"Place had everything needed. Host was very communicative and helpful. "
United States
Chris R.
The price is £322
includes taxes & fees
30 Jun - 1 Jul
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly

Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
Nokomis
9.6 out of 10, Exceptional, (5 reviews)
"Lowkey, quiet, clean, amenities to cook, great host and great view. Happy to go back again."
United States
Bryan S.
The price is £140
includes taxes & fees
29 Jun - 30 Jun
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (75 reviews)
"It was perfect. We had a great time."
United States
Karen M.
The price is £408
includes taxes & fees
22 Jun - 23 Jun
Direct Beachfront 2BR Cottage on Casey Key!

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is £330
includes taxes & fees
22 Jun - 23 Jun
The Inn On Siesta Key

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (184 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is £411
includes taxes & fees
21 Jun - 22 Jun
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is £655
includes taxes & fees
21 Jun - 22 Jun
Siesta Heron 6 / Sunset

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (124 reviews)
"A beautiful location and super comfortable!"
United States
K B.
The price is £387
includes taxes & fees
22 Jun - 23 Jun
Casey Key Beachfront Escape: Charming 1BR Cottage

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is £451
includes taxes & fees
12 Jul - 13 Jul
Unwind Poolside + Walk to Beach! Sarasota Retreat

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is £851
includes taxes & fees
30 Jun - 1 Jul
Siesta Heron 7
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

Find out more about Osprey

Osprey Cottages information

Number of reviews
638
Accommodation
365 Cottages
Lowest Price
£106
Highest Price
£1,019

Frequently asked questions

How much do cottages in Osprey cost?
Cottages in Osprey range between £106 and £1,019 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?
A traveller favourite is The Inn On Siesta Key. Base yourself at this 3.5-star stay which offers a barbecue grill and a memory foam mattress. Flip Flop Cottages is another popular option to consider. Spend your break at this 3-star cottage and make the most of amenities including a barbecue grill and a swimming pool. You'll have your pick of multiple cottages in Osprey with a total average guest review rating of 9.3.
How many cottages are there in Osprey?
Take your pick of 365 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?
Holidaying with your group in Osprey couldn't be easier at The Inn On Siesta Key. With conveniences such as a nearby beach and an oven, you'll find all the comforts you need at this 3.5-star cottage. Flip Flop Cottages is another family-friendly property where you and the rest of the squad can take time out from the relentless pace of city life. This cottage has a 3-star rating and amenities including a picnic area and a barbecue grill. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to visit in and around Osprey. Manasota Beach and Heritage Oaks Golf and Country Club guarantee fun for all ages.
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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