Skip to main content
Entire home

COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval

Photo gallery for COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval

Living Room
Colony Calypso Private Deck Area and Main Entry door
Front Entrance to Complex
Common Area Walkway
Common Area

Reviews

9.4 out of 10
Exceptional
1 bedroom1 bathroomSleeps 448.9 sq m

Popular amenities

  • Pool
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View 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.)
    ‪11 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom

1 King Bed

Living Sleeping Combo

1 Double Sofa Bed

1 bathroom

Bath

Spaces

Deck or patio
Kitchen
Garden

About this property

COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval

Part of a small collection of cottages known as The Colony, this quaint cottage sits to the back of the property and is located just two blocks from world famous Duval Street. Colony Calypso is surrounded by coconut palms and blooming bougainvillea. This charming one bedroom bungalow is a true island hideaway.

The cottage features a one level open concept living and dining area with a full kitchen. The quaint cottage offers a spacious bedroom with a king size bed. The bathroom has a tiled shower bathtub combination.

The cottage offers a nice private deck with a gas grill. The tropical common area grounds feature a large, beautiful swimming pool. Colony Calypso's convenient location and a quiet atmosphere make this a perfect place to relax in the comfort of your home away from home while still being in Old Town and close to Duval Street.

This vacation rental property offers secure, coded keyless entry with contactless check in.

Bedding: 1 king, 1 sleeper sofa

Parking: There is a small parking lot for cottage guests and available on a first come first parked basis. If the lot is full, there is on-street parking right on Olivia Street and on surrounding side streets and lanes.

Add dates for prices

Amenities

Pool
Kitchen
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

pool
Key West Dreamin` - Private Pool Steps Off Duval
Uptown - Upper Duval
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.8 out of 10, Exceptional, (56 reviews)
Key West Dreamin` - Private Pool Steps Off Duval

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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
On-site 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

About the area

Key West

Located in Key West, this cottage is in the city centre. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
View more Cottages in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • South Beach - 9 min walk - 0.8 km
  • Key West Butterfly and Nature Conservatory - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 1.0 km

Getting around

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

Restaurants

  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Old Town Tavern - ‬4 min walk
  • ‪Ocean Grill & Bar - ‬6 min walk
  • ‪Viva Argentinian Steakhouse - ‬4 min walk
  • ‪Better Than Sex - ‬4 min walk

Frequently asked questions

Does COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval?

As of 24 Apr 2026, prices found for a 1-night stay for 2 adults at COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval on 28 May 2026 start from AU$475, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval pet-friendly?

No, pets are not allowed at this property.

What time is check-in at COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval?

Check-in begins at 3:00 PM.

What time is check-out at COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval?

Checkout is at 10:00 AM.

Where is COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval located?

Located in Old Town Key West, this cottage is within a 5-minute walk of Key West Cemetery and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 90 out of 121 reviews
Rating 8 - Good. 22 out of 121 reviews
Rating 6 - Okay. 7 out of 121 reviews
Rating 4 - Poor. 1 out of 121 reviews
Rating 2 - Terrible. 1 out of 121 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.2/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Unit was fantastic and Awesome location. Ive stayed in many VRBO units and this one was great.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 30 Jan 2026
Thank you for the wonderful compliment John! Having hosted many travelers who frequent VRBO, it means the world to us that our home stood out as one of your favorites. We’re thrilled you loved the location and the unit. We would be honored to have you back for your next Key West escape!
Verified

10/10 Excellent

Janet C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was clean and a sweet space, lots of privacy. The only negative thing was when on the patio, the bar/restaurant was on the other side of the greenery and we could hear all of the talking and activity.
Stayed 7 nights in Feb 2026
Response from VrboOwner on 10 Mar 2026
Thank you so much for your kind words! We are thrilled to hear you enjoyed the privacy and cleanliness of the cottage, we put a lot of heart into making it a 'sweet space' for our guests. Regarding the noise on the patio: you've perfectly described the 'Old Town Trade-off.' We love being in the heart of the action because it makes the island's best dining and nightlife so walkable, but it does mean that the lively 'Key West hum' can sometimes drift over the garden greenery. We appreciate the feedback, as it helps us improve! We’d love to have you back for another visit soon.
Verified

10/10 Excellent

Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
More large coffee cups would be nice, but other than that a great stay - thank you.
Stayed 5 nights in Dec 2025
Response from VrboOwner on 22 Dec 2025
We're so glad you enjoyed your stay! Thank you for the kind words and for the helpful suggestion regarding the coffee cups. We are always looking for ways to improve the guest experience. Safe travels and we hope to host you again
Verified

2/10 Terrible

Brian W.

Disliked: Cleanliness, check-in, communication, listing accuracy
There was no privacy as the back area was literally connecting to an outdoor seating area where customers were glaring, staring and making every effort possible to look through the poorly designed privacy fence with large holes in the wood. Leaving us in uncomfortable situations where the privacy was zero. Would not recommend this place to anyone. The description labled this particular room was quiet and private. That couldnt of been further from the truth! Very disappointed and will not be back!
Stayed 7 nights in Apr 2026
Response from VrboOwner on 12 Apr 2026
Brian, thank you for staying with us and for your feedback. We will review your comments with our team to see how improvements can be made. We appreciate you bringing this to our attention.
Verified

8/10 Good

Brian M.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
Nice place and a wonderful back deck to relax on.
Stayed 6 nights in Oct 2025
Response from VrboOwner on 8 Nov 2025
Thank you! We’re glad you enjoyed your stay and the relaxing back deck. Hope to host you again soon!
Verified

10/10 Excellent

Kris S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was such a cute little bungalow. It was exactly as described. We especially enjoyed the live music next door on Saturday and Sunday.
Stayed 7 nights in Sep 2025
Response from VrboOwner on 4 Oct 2025
Thank you for your wonderful review! We’re so glad you enjoyed your stay and that the live music next door made your stay even more memorable. We’d love to host you again anytime!
Verified

10/10 Excellent

Mike P.

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

Weekend get away

Great location and accommodations. Would definitely stay here again.
Stayed 4 nights in Nov 2024
Response from VrboOwner on 27 Nov 2024
Thank you for your nice feedback! We're so glad you enjoyed the location and accommodations. We’d love to welcome you back anytime!
Verified

10/10 Excellent

Brad R.

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

Love Key West

Always an amazing time!
Stayed 5 nights in Apr 2025
Response from VrboOwner on 10 May 2025
Thank you for the 5 star review! We are delighted that you enjoyed your stay. We hope you come back to visit again soon.
Verified

10/10 Excellent

Mariana S.

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

Relaxing Stay

Had a wonderful, relaxing vacation.
Stayed 8 nights in Apr 2021
Response from VrboOwner on 30 Apr 2021
Thank you for all of your feedback, we really appreciate it!
Verified

10/10 Excellent

Dan

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

N/A

Great stay
Stayed 5 nights in May 2025
Response from VrboOwner on 6 June 2025
Thank you for the 5 star review! We're happy to hear you enjoyed your stay and hope you will come back for another visit soon.
Verified

10/10 Excellent

Karl S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This unit was perfect for us. The pool was great. Located about 3 blocks from the Island Free Shuttle, so getting around was easy. The unit was clean and the kitchen had everything we needed. We would stay here again if we return.
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Jennifer A.

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

Fantastic

We had a wonderful stay and are looking forward to returning.
Stayed 5 nights in Dec 2024
Response from VrboOwner on 9 Jan 2025
Hello Jennifer, We're so happy you enjoyed your stay. Hope to see you again in the near future!
Verified

10/10 Excellent

Julie E.

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

Key West Get Away

My husband and I stayed here for a full week. The unit was super cute and just the right size for both of us. Everything was clean and maintained well! We loved the private patio that we had. We ate breakfast out there everyday. The outside pool area was a nice spot to relax and cool off! We will definitely stay here again!
Stayed 7 nights in May 2025
Response from VrboOwner on 7 June 2025
Thank you for the 5 star review! We are delighted you enjoyed your stay and hope you will come back to visit again soon.
Verified

10/10 Excellent

Lisa S.

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

As advertised

Great location, pictures were correct, easy check in and out. Everything worked and no complaints.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 3 May 2025
Thank you so much for the 5 star review! We are delighted you enjoyed your stay, please come back and visit again soon.
Verified

10/10 Excellent

Todd N.

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

Location, location, location.

Great location within walking and biking distance of everything. Easy check in process and listing was very accurate. We loved the cottage and the pool.
Stayed 4 nights in Dec 2024
Response from VrboOwner on 18 Dec 2024
Thank you for your kind review! We’re so glad you enjoyed the location, check-in process, and the cottage with the pool. We appreciate you highlighting how accurate the listing was, and we’d love to host you again soon!
Verified

10/10 Excellent

steven B.

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

Key west

Place was great. Location was great.
Stayed 4 nights in Jan 2023
Response from VrboOwner on 22 Jan 2023
Thank you for your Five Star review of Colony Calypso Key West. We are so glad that you enjoyed the cottage and its great location. We hope to welcome you back again soon!
Verified

10/10 Excellent

Billie-Jean B.

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

First timers in Key West

Perfect location and size for two adults. The kitchen was well stocked with essentials for our visit. We walked everywhere. The location is very central to the old town. The pool was perfect for some sun and a swim. Easy check-in and check out.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Lester R.

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

Great location

This was a great property and the location was excellent. We were able to walk to everything we needed, and Duval street was just a couple blocks away. The outdoor spaces were awesome and the pool was a fun way to relax.
Stayed 5 nights in Jun 2022
Verified

8/10 Good

Susan D.

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

Lovely setting

But mildew smell in bedroom…hotel bar/eating place directly behind patio; but place very soundproof!
Stayed 15 nights in Jan 2025
Verified

10/10 Excellent

Kyle H.

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

Calypso Stay

Awesome spot! Quiet, pool was gorgeous. Really enjoyed everything about it. Can't wait to come back, we didn't want to leave!
Stayed 4 nights in Jun 2023
Verified

8/10 Good

GERALD F.

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

Good experience

Good location
Stayed 5 nights in Nov 2023
Verified

10/10 Excellent

Verified traveller

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

Short vaca

Clean, secure & friendly. Easy walking to everywhere.
Stayed 4 nights in Jan 2024
Verified

10/10 Excellent

Laura M.

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

The right choice

The pool has a wonderful mix of sun and shade from the property's trees. The bungalow is very clean and comfortable. Amenities are good.
Stayed 5 nights in Jul 2022
Response from VrboOwner on 23 July 2022
Thank you for your Five Star review of Colony Calypso. We are so glad that you enjoyed your stay and we look forward to welcoming you back soon!
Verified

10/10 Excellent

Verified traveller

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

Great location

Great location, very walkable. Small amount of parking available, which is essential in Key West. The only thing that we did not have was any bath soap/shampoo, so be sure to bring your own. Other than that, everything was top notch and the management company is extremely responsive and helpful.
Stayed 2 nights in Jan 2022
Verified

6/10 Okay

Jeannette w.

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

No parking for handicapped!

Property was quainte and nice however parking was a nightmare! No handicapped spaces! I will NEVER rent anything again that does not have a dedicated parking space!!!
Stayed 7 nights in Feb 2025

About the host

Hosted by Rent Key West Vacations

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback