• Osprey @ Colony
    Osprey @ Colony
  • Osprey @ Colony
    Osprey @ Colony
  • Studio style cottage
    Studio style cottage
  • 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

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
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.

Available
Unavailable
Check-In Only
Check-Out Only


April 2025
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20
$340
 21
$337
 22
$336
 23
$334
 24
$339
 25
$350
 26
$409
27 28 29 30      
May 2025
S M T W T F S
        01 02 03
04 05 06
$288
 07
$286
 08 09 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29
$291
 30
$279
 31
$277
June 2025
S M T W T F S
01
$269
 02
$265
 03
$263
 04
$261
 05
$265
 06
$274
 07
08 09 10 11
$257
 12
$261
 13
$271
 14
$269
15
$262
 16
$259
 17
$258
 18
$257
 19
$261
 20
$272
 21
$271
22
$263
 23
$261
 24
$260
 25
$259
 26
$264
 27
$275
 28
$274
29
$266
 30
$264
          
July 2025
S M T W T F S
    01
$235
 02
$233
 03
$283
 04
$301
 05
$308
06
$296
 07
$266
 08
$265
 09
$264
 10
$269
 11
$280
 12
$278
13
$271
 14
$268
 15
$267
 16
$267
 17
$272
 18
$283
 19
$281
20
$274
 21
$272
 22
$271
 23
$271
 24
$276
 25 26
27 28
$276
 29
$276
 30
$275
 31
$279
    
August 2025
S M T W T F S
          01
$291
 02
$288
03
$279
 04
$276
 05
$274
 06
$271
 07
$275
 08
$283
 09
$280
10
$270
 11
$265
 12
$261
 13
$257
 14
$259
 15
$267
 16
$262
17
$251
 18
$245
 19
$240
 20
$236
 21
$238
 22
$245
 23
$240
24
$229
 25
$224
 26
$220
 27
$216
 28
$218
 29
$227
 30
$232
31
$215
            
September 2025
S M T W T F S
  01
$229
 02
$232
 03
$221
 04
$218
 05
$212
 06
$209
07
$199
 08
$195
 09
$192
 10
$190
 11
$193
 12
$202
 13
$199
14
$190
 15
$188
 16
$188
 17
$188
 18
$188
 19
$197
 20
$195
21
$188
 22
$188
 23
$188
 24
$188
 25
$192
 26
$205
 27
$206
28
$201
 29
$202
 30
$205
        
October 2025
S M T W T F S
      01
$322
 02
$322
 03
$335
 04
$341
05
$339
 06
$345
 07
$352
 08
$361
 09
$378
 10
$345
 11
$365
12
$367
 13
$365
 14
$373
 15
$389
 16
$398
 17
$473
 18
$478
19
$473
 20
$476
 21
$480
 22
$482
 23
$491
 24
$510
 25
$508
26
$498
 27
$493
 28
$490
 29
$486
 30
$490
 31
$502
  
November 2025
S M T W T F S
            01
$497
02
$480
 03
$471
 04
$464
 05
$456
 06
$458
 07
$467
 08
$517
09
$504
 10
$501
 11
$510
 12
$512
 13
$517
 14
$524
 15
$430
16
$416
 17
$410
 18
$406
 19
$403
 20
$408
 21
$423
 22
23 24 25 26 27
$511
 28
$517
 29
$467
30
$438
            
December 2025
S M T W T F S
  01
$412
 02
$410
 03
$410
 04
$417
 05
$433
 06
$432
07
$421
 08
$419
 09
$417
 10
$417
 11
$425
 12
$442
 13
$441
14
$432
 15
$429
 16
$429
 17
$430
 18
$439
 19
$456
 20
$456
21
$449
 22
$592
 23
$595
 24
$597
 25
$594
 26
$619
 27
$761
28
$751
 29
$732
 30
$699
 31
$692
      
January 2026
S M T W T F S
        01
$624
 02
$614
 03
$471
04
$456
 05
$454
 06
$453
 07
$453
 08
$459
 09
$473
 10
$471
11
$460
 12
$456
 13
$454
 14
$452
 15
$457
 16
$465
 17
$470
18
$468
 19
$467
 20
$466
 21
$465
 22
$468
 23
$464
 24
$461
25
$450
 26
$446
 27
$445
 28
$443
 29
$450
 30
$464
 31
$462
February 2026
S M T W T F S
01
$453
 02
$449
 03
$448
 04
$447
 05
$454
 06
$468
 07
$467
08
$457
 09
$453
 10
$452
 11
$451
 12
$457
 13
$470
 14
$468
15
$457
 16
$453
 17
$450
 18
$448
 19
$453
 20
$466
 21
$463
22
$452
 23
$447
 24
$444
 25
$442
 26
$447
 27
$460
 28
$457
March 2026
S M T W T F S
01
$447
 02
$442
 03
$440
 04
$439
 05
$445
 06
$458
 07
$456
08
$446
 09
$442
 10
$441
 11
$
 12
$
 13
$
 14
$
15
$
 16
$
 17
$
 18
$
 19
$
 20
$
 21
$
22
$
 23
$
 24
$
 25
$
 26
$
 27
$
 28
$
29
$
 30
$
 31
$
        
April 2026
S M T W T F S
      01
$
 02
$
 03
$
 04
$
05
$
 06
$
 07
$
 08
$
 09
$
 10
$
 11
$
12
$
 13
$
 14
$
 15
$
 16
$
 17
$
 18
$
19
$
 20
$
 21
$
 22
$
 23
$
 24
$
 25
$
26
$
 27
$
 28
$
 29
$
 30
$
    

Book Now

Detailed Quote
Add to Favorites
Favorites
Inquire
Share
Print