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

Cottage with kitchen, 4-minute walk to Duval Street

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 4526 sq ft

Popular amenities

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

Explore the area

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

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
Property # 809190vb

We should mention

A car is not required for transport to and from this 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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. 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 hiking and ecotours.
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Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 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

  • ‪Old Town Tavern - ‬4 min walk
  • ‪Nine One Five - ‬5 min walk
  • ‪Ocean Grill & Bar - ‬6 min walk
  • ‪Viva Argentinian Steakhouse - ‬4 min walk
  • ‪Bobby's Monkey Bar - ‬2 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 19 Dec, 2025, prices found for a 1-night stay for 2 adults at COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval on 4 Jan, 2026 start from S$844.14, 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. Ernest Hemingway Home and Museum and Florida Keys Beaches 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. 86 out of 116 reviews
Rating 8 - Good. 22 out of 116 reviews
Rating 6 - Okay. 7 out of 116 reviews
Rating 4 - Poor. 1 out of 116 reviews
Rating 2 - Terrible. 0 out of 116 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

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

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

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

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

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

10/10 Excellent

Dan

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

N/A

Great stay
Stayed 5 nights in May 2025

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

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

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

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

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

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

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

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

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

8/10 Good

GERALD F.

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

Good experience

Good location
Stayed 5 nights in Nov 2023

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

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

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

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

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

10/10 Excellent

Dawn J.

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

Fantasy Fest

The cottage was very nice, spacious for size with vaulted ceilings and private deck. The pool was nice, heated and a few steps outside our entry door. Duval street was a block and a half away, nice walking distance. Parking is minimal, 4 spaces for 11 cottages and are first come first serve or there is parking on the street. Check in was easy, pass codes for gated entry to main entrance and keyless entry for cottage. We would definitely consider staying here again for location and seclusion of the outside space.
Stayed 5 nights in Oct 2024
This review was submitted before 2018 and has not been verified.

8/10 Good

Lana F.

Colony Calypso

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and nice grouping of cottages. The cottage was clean and just the right size for two people. There were some plumbing issues that previous renters had noted as well.
Stayed 6 nights in Nov 2016

10/10 Excellent

Mary R.

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

Great stay!

We were pleasantly surprised with our room. We decided to go to Key West and started looking for rooms. There were not a lot of choices at the time. We found this cottage and booked it. I have been going to Key West for over 40 years, I will definitely go back. It's a great location and the cottage was much better than I thought it would be. I wondered why it was available, now I wonder why it wasn't booked!
Stayed 6 nights in Jun 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tracey B., Burlington

Wonderful Vacation Rental

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This rental was wonderful! It was a great size for two, very bright, and clean. We had everything we needed and the location was great. We added a couple of days to our stay since we were so happy with it. The bonus on this cottage was the private deck in the back. We will rent this cottage again.
Stayed 9 nights in Jun 2022

About the host

Hosted by Rent Key West Vacations

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Languages:

English, Spanish

Premier Host

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