Osprey Cottages | Expedia.ie

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

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Our top choices for Osprey cottages

An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

1. Beach Tree Cottage,Walk To Beach& Siesta

Siesta Key Village

includes taxes & fees

9 Nov - 10 Nov

A deck with a table and chairs, a blue umbrella, and a white fence.

2. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Nokomis

includes taxes & fees

14 Nov - 15 Nov

A yellow house with a porch, a mailbox, and a number 5306 on the door.

3. Yellow Palm Cottage, Heart of Siesta Key

Siesta Key Village

includes taxes & fees

9 Nov - 10 Nov

A beachfront property with a single-story house, a paved driveway, and a palm tree in the foreground.

4. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key

kelly h.

includes taxes & fees

9 Nov - 10 Nov

A riverfront restaurant with outdoor seating and a view of the water.

5. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

Nokomis

Susan C.

includes taxes & fees

9 Nov - 10 Nov

A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

6. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Sarasota

Rocio S.

includes taxes & fees

11 Nov - 12 Nov

A residential house with a white fence, a palm tree, and a parked car.

7. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

South Village

Clarissa S.

includes taxes & fees

10 Nov - 11 Nov

A pool area with a blue deck, lounge chairs, a barbecue, and a view of buildings in the background.

8. The Inn On Siesta Key

Siesta Key

"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...

Karen Jean

includes taxes & fees

10 Nov - 11 Nov

A patio with a sun lounger, a table with chairs, and an umbrella.

9. Beach View 100ft To Beach and SPA

Siesta Key Village

includes taxes & fees

11 Nov - 12 Nov

Shared sunbathing deck by the pool, at the resort.

10. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key

Russ H.

includes taxes & fees

10 Nov - 11 Nov

A small, single-story building with a porch, surrounded by tropical vegetation.

11. BlueDolphin Cottage Walk To Siesta Beach

Siesta Key Village

includes taxes & fees

9 Nov - 10 Nov

A single-story house with a front porch, a small deck, and a garage.

12. Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

"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. "

Eleuterio

includes taxes & fees

23 Nov - 24 Nov

13. Direct Beachfront 2BR Cottage on Casey Key!

Casey Key

Tom K.

includes taxes & fees

12 Nov - 13 Nov

A two-story building with a blue exterior and white railings.

14. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota

Tracie B.

includes taxes & fees

13 Nov - 14 Nov

A small, single-story building with a gray exterior, a white door, and a window with shutters.

15. Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs

VIKTOR M.

includes taxes & fees

13 Nov - 14 Nov

A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

16. Lido Key Casita w Pool Steps to the Beach

Lido Key

Felecia P.

includes taxes & fees

18 Nov - 19 Nov

A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

17. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Desoto Lakes

includes taxes & fees

24 Nov - 25 Nov

18. Cabana Cottage Across street from Beach and Heated Pool

Siesta Key

Meghan J.

includes taxes & fees

10 Nov - 11 Nov

A patio with a table set for two, a blue umbrella, and a white fence.

19. Lido Beach Studio with Heated Pool

Lido Key

Lorraine B.

includes taxes & fees

12 Nov - 13 Nov

A covered patio with a round table set for four, surrounded by wicker chairs.

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

Englewood Central

Shawn G.

includes taxes & fees

9 Nov - 10 Nov

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Top Osprey Hotel Reviews

Cirque St. Armands Beachside

10/10 Excellent

"Beautiful hotel and location is top notch. Service is exceptional and access to sister hotel makes this hotel a no brainer."

Lido Beach Resort

10/10 Excellent

"Comfortable Room but it needed to be cleaned, it was never vacuumed the entire time we were there. Lots of dust under the mattress and very visible on the box spring. Restaurants were good, very fun tiki bar and beautiful beach! I really liked this resort, I wish I would’ve requested better cleaning in the room ."

Find out more about Osprey

Osprey Cottages information

Number of reviews	808
Accommodation	396 Cottages
Lowest Price	€125
Highest Price	€878

Frequently asked questions

How much do cottages in Osprey cost?

Cottages in Osprey range between €125 and €878 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 9.4. 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 396 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osprey cottages

1. Beach Tree Cottage,Walk To Beach& Siesta

2. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

3. Yellow Palm Cottage, Heart of Siesta Key

4. Casey Key Beachfront Escape: Charming 1BR Cottage

5. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

6. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit