• Studio style cottage
    Studio style cottage
  • Osprey @ Colony
    Osprey @ Colony
  • Osprey @ Colony
    Osprey @ Colony
  • Living room and kitchen area
    Living room and kitchen area
  • Bedroom area
    Bedroom area
  • Bedroom area
    Bedroom area
  • Bedroom area
    Bedroom area
  • Living Room area
    Living Room area
  • Living Room area
    Living Room area
  • Bathroom
    Bathroom
  • Shower
    Shower
  • Entry to Colony common area
    Entry to Colony common area
  • Shared Pool
    Shared Pool
  • Shared Pool
    Shared Pool
  • Shared Pool
    Shared Pool
  • Shared Pool
    Shared Pool
  • Shared Pool
    Shared Pool

Osprey @ Colony

0 Bedrooms 1 Bathrooms Sleeps 4 Key West 481 sq. ft. Pet Friendly

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

Studio

1 King

Studio

1 Sofa Bed

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.

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishes & utensils for kids
  • Blender

Location

  • Historic District

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Iron & Ironing Board
  • Private Entrance

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Paid Parking on Premises
  • Pool
  • Street Parking

Outdoor

  • Patio or Balcony

Pool

  • Communal Pool
  • Heated Pool
LEAVE A REVIEW
June 17, 2025 - Track Survey

Easy walk to everything!

by Jen J

We loved this apartment - it had all we needed to rest and relax when we were not exploring the island. The pool was perfect for cooling off from the June heat. Especially loved location for easy walk to everything!

October 15, 2024 - Track Survey

by Amy A

Very nice place and easy to access.

May 25, 2024 - Track Survey

by Eric L

We loved everything about our stay here!

April 11, 2024 - Website

Clean & Quiet

by Patricia R

The location of this property was great and it is a quiet street. The cottage was very clean and the perfect size for the two of us. We also enjoyed use of the shared pool. The bed is very high so I would like to make the suggestion of having a foot stool available for short people like me. We will definitely be back.

February 7, 2024 - Website

Great Location!

by John D

Great location! The pool was amazing! I met some wonderful friends while staying. I re-booked for next year!!!

We are excited that you have already reserved for next year. 

July 30, 2023 - Website

Great Experience

by Jenny B

I'll never stay at a hotel in Key West again after experiencing Key West Hideaways! 10x better than any crappy hotel experience on that island

March 8, 2023 - Website

Beautiful, Clean property

by DZ

Beautiful, Clean property with awesome landscapes and pool. Staff was excellent. Will be returning next year!!

Thank you!  We look forward to your return

February 25, 2023 - Website

by DQ

I use a wheelchair. Although the property is not billed as wheelchair accessible, my companion and I were able to thoroughly enjoy our stay.

We are so glad the property worked for you.  We have several properties that are close, but not totally handicap accesible, so it is nice to hear you were able to make it work.

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September 2025
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January 2026
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April 2026
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May 2026
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June 2026
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August 2026
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September 2026
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