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OSPREY STUDIO @ The Colony-Sleeps up to 4

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A cozy outdoor patio area with a wooden deck, a white table, and a cushioned seating area.
A swimming pool with clear blue water, surrounded by lush greenery and palm trees.
A cozy room with a ceiling fan, two windows with blinds, a sofa with patterned cushions, and a rustic coffee table.
A compact living space with a sofa, a coffee table, a kitchen area with cabinets, and a door.
A bedroom with a bed, dresser, chair, ceiling fan, and windows.

Reviews

9.4 out of 10
Exceptional

Entire home

1 bathroom481 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this cottage is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. The cottage includes a kitchen, a refrigerator, and a microwave.
View more Cottages in Key WestOpens in a new window

What's nearby

  • Duval Street - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 8 min walk - 0.4 miles
  • Key West Lighthouse and Keeper's Quarters Museum - 8 min walk - 0.4 miles
  • South Beach - 9 min walk - 0.5 miles
  • Southernmost Point - 11 min walk - 0.6 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Circle K - ‬7 min walk
  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Old Town Tavern - ‬4 min walk
  • ‪Bourbon Street Pub - ‬7 min walk
  • ‪Better Than Sex - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

OSPREY STUDIO @ The Colony-Sleeps up to 4

Welcome to Osprey—a beautiful studio in the heart of Old Town Key West! Perfectly located at the Colony on Olivia Street, just two blocks from famous Duval Street, this ground-floor studio suite is equipped to make your stay in the islands comfortable and convenient. Osprey is both removed from and integrated into Old Town Key West. It is tucked away in a quiet neighborhood, but close enough to walk to any bar, restaurant, shop, or gallery. This is a non-smoking unit designed to accommodate two people.

This charming suite is comfortably furnished with a Queen bed, comfortable couch, flat-screen TV, and tropical artwork. An open floor plan creates a breezy atmosphere and the kitchenette features a coffee maker, microwave oven, stovetop, refrigerator, and the accessories to allow for small meal preparation if you aren't up for going out. A spacious bathroom with standing shower and full-length mirror completes this wonderful accommodation. The french doors lead out to an inviting deck close to the shared pool.
The cottage is air-conditioned and features a kitchen with a refrigerator, a microwave, and a stovetop. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a coffee maker and an ironing board.

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New The Cottage at James House
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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the cottage: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Laundry

  • Coin laundry

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Single level property
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the marina

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing nearby
  • Whale watching nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 481 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher.

Property is also known as

100

Frequently asked questions

What can I see close to this cottage?

This cottage is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and South Beach less than a mile away.

Is parking available on site at OSPREY STUDIO @ The Colony-Sleeps up to 4?

No, there isn't parking available at the cottage.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

What will couples enjoy most about a stay at OSPREY STUDIO @ The Colony-Sleeps up to 4?

Couples staying at this cottage will value amenities like a kitchen, a kitchen in some cottage, as well as a heated pool.

Are there hot tubs at OSPREY STUDIO @ The Colony-Sleeps up to 4?

No, but this cottage does have a heated pool.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this cottage.

Are there connecting rooms at OSPREY STUDIO @ The Colony-Sleeps up to 4?

No, there aren't connecting guestrooms at this cottage.

How close is the airport from this cottage?

The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 3.4 mi away (9 minutes by car).

Are there rooms with balconies that I can book at OSPREY STUDIO @ The Colony-Sleeps up to 4?

No, there aren't any cottage at OSPREY STUDIO @ The Colony-Sleeps up to 4 that offer a balcony.

OSPREY STUDIO @ The Colony-Sleeps up to 4 Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 49 out of 63 reviews
Rating 8 - Good. 6 out of 63 reviews
Rating 6 - Okay. 7 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 1 out of 63 reviews

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Donald

Liked: Cleanliness, check-in, communication, listing accuracy
As ex Key west’s, we were very specific in the location that we wanted to bi in. This property was perfect for us. The compound was calm and quiet as well as extremely well kept. The communication with the management company was seamless.
Stayed 5 nights in Mar 2026
Verified review

8/10 Good

Alan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Room was considerably smaller than it appeared in the listing pictures. Otherwise it was a good place to chill for a couple of days. 10 o'clock checkout is too early.
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Paul C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes welcoming hosts. Central to the street life. But in a secure quite neighborhood
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Melissa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved this place.

We absolutely love this place. It was clean, nicely decorated, convenient, reasonably priced and a great atmosphere.
Stayed 3 nights in Jul 2022
Verified review

8/10 Good

Liz W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Stay

Within walking distance of restaurants and sites.
Stayed 2 nights in Oct 2022
Verified review

10/10 Excellent

Dean H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A true Key West Oasis

We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Sherry B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Nice place to stay and just what we needed. Met the requirements of the listing.
Stayed 4 nights in Oct 2022
Verified review

10/10 Excellent

Jerry E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place we loved it!

Great fun property that was close to the action but not too close. We thoroughly enjoyed the experience.
Stayed 3 nights in Dec 2021
Verified review

10/10 Excellent

Melissa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

We loved the quiet atmosphere and the proximity to Duval. The beds were super comfortable and it was the perfect size. Thanks for a great stay!
Stayed 4 nights in Mar 2022
Verified review

10/10 Excellent

Margaret J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay and location!

The location was awesome - close enough walk to the Duval but still quiet and quaint. The pool and courtyard was awesome with the nice palms and pool. The room itself...bed was comfortable, bathroom and kitchen nice clean. Would stay there again!
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

Matthew S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Osprey

Great place to stay
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Leslie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great experience. Will recommend.
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Oscar S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Studio apartment

We enjoyed our birthday getaway here. Very nice setting and pool.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

Tiffany L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

Would definitely stay here again. Location was perfect for us - a little off the beaten path and quiet but close enough to walk to all of the best areas.
Stayed 3 nights in May 2022
Verified review

10/10 Excellent

Kayla R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

We enjoyed our weekend getaway! Convenient location which allowed us to walk everywhere we wanted to go. The studio was also very clean.
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

Joshua H.

Liked: Cleanliness, communication, location, listing accuracy

Quiet and private retreat

Great location! Very well maintained property, with an immaculate pool. Won’t stay anywhere else in Key West.
Stayed 4 nights in Nov 2022
Verified review

10/10 Excellent

Ed and Tom D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location for a relaxing week!

This bungalow-studio apartment is just right for a short week stay in Key West. It has everything you need to be comfortable, steps aways to a lovely courtyard and heated pool, and easy walking distance to anywhere in Old Town Key West.
Stayed 7 nights in Jan 2022
Verified review

10/10 Excellent

carl h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location clean and nice pool

Very good
Stayed 5 nights in Jan 2023
Verified review

10/10 Excellent

Jeff C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Centrally located, everything is within a half mile, easy walking. The room and pool are exactly like the pictures, very comfortable, and well enjoyed! Can’t wait to come back!
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise with a pool

Loved the setting of the bungalow and the property was safe and secure Walking distance to downtown and all the restaurants and activities.. We will be back !!
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

Cristina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

We have stayed at this location before just in another room. We love it quiet, clean and accessible to everything. Can’t wait to go back!
Stayed 5 nights in Jul 2022
Verified review

10/10 Excellent

Annie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental

Perfect, Exactly as described!
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

consuela t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Place

Just as described! Very safe neighborhood, within walking distance of everything!
Stayed 4 nights in Jul 2022
Verified review

10/10 Excellent

Jill E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

The stay exceeded our expectations! Thank you for a wonderful 20 year anniversary celebration.
Stayed 5 nights in Feb 2024
Verified review

10/10 Excellent

clarence w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and serene!

Very nice, quiet and close to Duval, Mallory Square. We walked the first day and then went everywhere by bike. Easy parking at the site for cares and bikes! Would definitely stay there again!
Stayed 4 nights in May 2024

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