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

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A colonial-style building with a symmetrical facade, arched windows, and a balcony.
A stone pathway leading to a covered entrance with a door, surrounded by plants and a small patio area.
A living room with a blue sofa, a glass coffee table, and a painting on the wall.
A compact living space with a kitchenette, a dining area, and a TV.
A bedroom with a large bed, two bedside tables, a nightstand, a window with a view of a garden, and a door leading outside.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Patio
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Internet
  • Laundry room

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, South Beach
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 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

Add dates for prices

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Exterior
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  • Pool
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  • Kitchen
  • Washing machine
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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 hiking and ecotours.
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

  • ‪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

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 2 November 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 12 November 2026 start from NZ$1,982, 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.
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Rating 10 - Excellent. 94 out of 127 reviews
Rating 8 - Good. 24 out of 127 reviews
Rating 6 - Okay. 7 out of 127 reviews
Rating 4 - Poor. 1 out of 127 reviews
Rating 2 - Terrible. 1 out of 127 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

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay. Will book again! Very clean and had everything we needed
Stayed 5 nights in Jul 2026
Response from VrboOwner on 26 July 2026
Thank you so much for the kind words! We're thrilled you had a wonderful experience and that the property met all your needs. Your compliments about the cleanliness mean a lot to our team—we take great pride in maintaining our space to the highest standards. We'd absolutely love to welcome you back on your next visit!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit we stayed in the calypso was located right next to a very loud hotel bar and pool. This was not communicated to us at the time we reserved it
Stayed 7 nights in Sep 2026
Response from VrboOwner on 6 October 2026
Thank you for taking the time to share your feedback. We are so sorry to hear that the noise from the adjacent hotel bar and pool affected your stay at Calypso. We have never had this issue before. We always aim to provide a comfortable environment for our guests, and while neighboring commercial activity is beyond our direct control, We appreciate you bringing this to our attention, as guest feedback helps us continuously improve our service.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, had a private deck on the back, perfect for 2 people.
Stayed 5 nights in May 2026
Response from VrboOwner on 26 May 2026
We truly appreciate your great feedback David! It’s wonderful to know that you loved the location and that the private deck added to your stay. Thank you for choosing Rent Key West, and we look forward to hosting you again soon!
Verified review

10/10 Excellent

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 January 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 review

8/10 Good

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 November 2025
Thank you! We’re glad you enjoyed your stay and the relaxing back deck. Hope to host you again soon!
Verified review

10/10 Excellent

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 December 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 review

10/10 Excellent

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 November 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 review

10/10 Excellent

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 March 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 review

10/10 Excellent

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 April 2021
Thank you for all of your feedback, we really appreciate it!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 October 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 review

10/10 Excellent

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 January 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 review

10/10 Excellent

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 January 2025
Hello Jennifer, We're so happy you enjoyed your stay. Hope to see you again in the near future!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 December 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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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

Good experience

Good location
Stayed 5 nights in Nov 2023
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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

Short vaca

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

2/10 Terrible

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 April 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.
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