Colony Calypso

1 Bedrooms 1 Bathrooms Sleeps 2 Key West 526 sq. ft.

A charming one bedroom bungalow located in Historic Old Town Key West. This one level cottage has an open living/dining area, full kitchen and spacious bedroom with king size bed. Located on a compound with a large shared pool.

Bedroom

1 King

Living Sleeping Combo

1 Sofa Bed

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.

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Oven
  • Dining table
  • Coffee Maker - Kcup

Location

  • Historic District

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

Essentials

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

Leisure

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

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
  • Racquetball
  • Sailing
  • Snorkeling
  • Swimming

Local

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

Accomodations

  • Cleaning: Optional

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Family

  • Bathtub

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Satellite or Cable
  • Television

Outdoor

  • Garden or Backyard
  • Deck Patio Uncovered

Facility

  • Pool
  • Street Parking

Pool

  • Communal Pool
  • Heated Pool

Themes

  • Historic
  • Romantic
  • Sports Activities
  • Tourist Attractions
LEAVE A REVIEW
November 1, 2023 - Track Survey

by Michelle Resig

There wasn’t any baking dishes for the oven. The shower leaks water on the bathroom floor.

Thank you for the 5 star and your feedback.  We will be sure to have maintenance look at the shower leak and we will do an inventory of the kitchen supplies.  There should be baking dishes in the cottage.  We apologize for the oversight.  Thank you for staying with us and we hope to see you again.

May 4, 2023 - Track Survey

by Thomas Stickford

Rent Key West was great to work with. Friendly staff answered all questions. We were able to store luggage there between our arrival and check-in time. Great service!

Thank you for your Five Star review of Colony Calypso Key West. We are so glad that our friendly staff helped make your stay enjoyable.  We look forward to welcoming you back again soon!

April 4, 2023 - Track Survey

by Jacqueline Martucci

We loved our stay at Colony Calypso! The back deck seating area was the perfect place to both work and relax. The music at the hotel behind this property was loud at times, but wasn't unpleasant. The property felt properly equipped for our short 4.5 day stay. The pool area was lovely but it would be nice to see some additional chairs out there! On most days, all the pool chairs were already "claimed" by a larger group who was staying on property. The bed and couch were super comfortable. Overall, a great stay and we would absolutely return!

Thank you for your Five Star review of Colony Calypso Key West. We are so glad that the cottage provided the perfect place for your working and relaxing getaway.  We hope to elcome you back again soon!

January 15, 2023 - Track Survey

by steven Bernstein

The location was great. The place was great. It was everything you could ask for.

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 soon!

December 17, 2022 - Track Survey

by Sandra Robey

Pleasant experience

Thank you for your Five Star review of Colony Calypso Key West.  We are so glad that you had a pleasant experience and we hope to welcome you back soon!

November 7, 2022 - Track Survey

by Gerry Williamson

This was the perfect rental for our long weekend stay. Close to all we wanted to do.

Thank you for your Five Star review of Colony Calypso Key West.  We are so glad that it was the perfect place for your vist and that you enjoyed its convenient Old Town location.  We hope to welcome you back soon!

October 26, 2022 - Track Survey

by Patrick Haskell

Ran into a few problems and they were promt on taking care of

Thank you for your review of Colony Calypso Key West.  We are so glad that the few issues that came up were promptly resolved.  We hope to welcome you back soon!

October 26, 2022 - Track Survey

by Stephanie Hall

We booked for our honeymoon - seeking a central/walkable location that was peaceful. Our unit was bright, clean and well stocked. The bed was very comfy. Loved our private patio for morning coffee. Only thing I was wanting, was a little more drawer space for clothing - but hey - it's Key West. All you need is a few outfits, swimsuits and flip flops! We regretfully had to leave early due to medical emergency. The wifi/cable would go out frequently - but usually popped back on in a matter of minutes. I appreciated the fast and professional responses from the staff as we booked and planned our arrival.

Thank you for your Five Star review of Colony Calypso Key West.  Congratulations again on your recent nuptuals and we hope the medical emergency was resolved quickly and with a very healthful outcome!  We are glad that you enjoyed the cottage and its peaceful property and convenient location.  We hope to welcome you back for your first anniversary or sooner!

July 1, 2022 - Website

Great get-away cottage!

by Karen P.
This cottage was a very nice quiet spot close to Duval. Restaurants, grocery,bakeries all within close walking distance, as well as Hemingway House and other attractions. With bicycles you could truly get anywhere. There was parking on-site. The unit air conditioners were very noisy but kept the place very cool,even in 100 degree heat. Pool was immaculately maintained. Unless you wanted to stay directly on Duval, this was a great place. Rental staff was very helpful when needed. We never watched TV, but I assume they worked. Who watches TV while in zkey West? Lusting pictures make the place look larger than it is, but i expected that. I would stay here again.Manager's ResponseThank you for your Five Star review of Colony Calypso. We are so glad you enjoyed the cottage, pool and the location. We look forward to welcoming you back soon!
Thank you for your Five Star review of Colony Calypso. We are so glad you enjoyed the cottage, pool and the location. We look forward to welcoming you back soon!
June 1, 2022 - Website

Wonderful Vacation Rental

by Recent Guest
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.Manager's ResponseThank you for your Five Star review of Colony Calypso! We are so glad that you enjoyed the cottage and its location so much that you were able to stay a bit longer! We look forward to welcoming you back soon!
Thank you for your Five Star review of Colony Calypso! We are so glad that you enjoyed the cottage and its location so much that you were able to stay a bit longer! We look forward to welcoming you back soon!
April 1, 2022 - Website

Perfect Location!

by Recent Guest
This quaint little place is perfect for walking access to the main attractions in Key West. It was a little dated, but mostly clean. As other reviewers mentioned, the hotel behind this unit plays very loud musics during their brunch time. It was kinda annoying, but if you plan on being out all day, it’s inconsequential. The community pool was perfect, a little sunny, a little shady and never too crowded. I’d definitely Italy recommend this place!Manager's ResponseThanks for your review and recommendation. We greatly appreciate your feedback and hope to welcome you back soon!
Thanks for your review and recommendation. We greatly appreciate your feedback and hope to welcome you back soon!
January 1, 2022 - Website

Laid Back Key West

by Kent H.
Pleasurable
January 1, 2022 - Website

Laid Back Key West

by Recent Guest
Pleasurable
December 1, 2021 - Website

Tropical Serenity in Key West

by Recent Guest
This property is tucked away from the street, surrounded by lovely tropical plants and trees.The inner courtyard has a lovely swimming pool of azure blue tiles also surrounded by beautiful tropical plants. Zen like exterior that leads into the spacious, colorful and comfortable interior space.Large spacious living room with vaulted ceiling, a kitchen with all the practical amenities, and a spacious bedroom with an amazingly comfortable king size bed. Having stayed in many VRBOs over the past 15 years, this one exceeded expectations immediately. Aesthetically, the soothing colors used for walls & furnishings as well as the artful touches of photographs of iconic places around Key West were a perfect complement to the sense of having everything you need on a practical level. The outdoor patio provided a haven for coffee in the morning and a cool drink in the evening before venturing out to dinner. The apartment is very conveniently located yet away from the frenzy of Duval St. We were able to walk or ride our bikes everywhere we needed/wanted to go. Highly recommend this oasis in Key West. We will definitely return! Thank you to the owners and management for a superb experience.
October 1, 2021 - Website

Wonderful little condo on a quiet street!

by David L.
Perfect getaway for the solo traveller or a couple wanting privacy. Located on a quiet side street in the middle of the key, this unit is just a 5 minute bike ride from everything.
October 1, 2021 - Website

Wonderful place!

by Sharen B.
The cottage was just perfect. Wonderful deck, peaceful, pool access and friendly neighbors. There's a little grocery up the street and just a short walk to the Duval loop stop or a few more blocks and you're on Duval or at the Southernmost point. Clean, bright, cheery.
October 1, 2021 - Website

Vacation

by Sharon R.
Great
September 1, 2021 - Website

Loved it!

by Staci D.
Husband and I stayed for a week. Loved the cottage! Very comfortable and cozy. Had everything you needed, including beach towels! Requested extra pillows and they were delivered a couple of hours later. And I cannot say enough great things about the folks at Rent KW. They were so friendly and accommodating. We were able to drop our luggage at the office for a few hours before our flight.The pool was refreshing and we met so many fun couples that were staying in some of the other cottages. Great location to walk to most things too!
August 1, 2021 - Website

Colony Calypso 8/7-8/13

by Karl A.
A last minute change in accommodations brought us to this cottage. The unit is quaint...probably only suitable for couples as it’s 1BR. Others would have to sleep on the pull-out. The unit was very clean and everything appeared in working order. We used the nice semi-private patio for breakfasts and relaxing. Pretty much everything you’d want is within walking distance. We met the owners who were very pleasant and always eager to provide us with restaurant recommendations, etc.... What started out as a stressful vacation (due to having change accommodations) ended up being very enjoyable.
July 1, 2021 - Website

Holiday Getaway

by Mike T.
We had an enjoyable time in KW. Our Accomodations were clean, comfortable and convenient.
May 1, 2021 - Website

Colony Calypso cottage #4

by Sandra H.
This rental was perfect. Close to everything you would want to visit on Key West.The cottage was clean, kitchen had everything you would need to cook with. The bed was comfortable and also had a TV as did the living room. The pool was an added bonus coming back from a hot day out and about. It was nice to take a dip in the late afternoons. Would definitely recommend this rental .
March 1, 2021 - Website

1st trip after Covid19

by Recent Guest
The pool is very nice, great location. The back deck is nice but chairs & grill could use updating. There is evidence of water damage under the kitchen sink including mold. But overall very nice. Kitchen well stocked for cooking/eating.
March 1, 2021 - Website

Calming, Charming, Cheerful Colony Calypso!

by Lisa J.
This was my second stay at The Colony. As we had no car, Jann was kind enough to have our luggage delivered to the cottage after we checked in. This enabled us to walk the few blocks to our unit unencumbered. We had no issues with the rental while we were there, but we knew that Jann was just a phone call away, if need be. Colony Calypso was exactly as described: very clean, comfortable and nicely appointed. The pool was lovely and well maintained - nice to come home to after a day on Higgs Beach. Our cottage had everything we needed for our stay. It was wonderful to have both a front patio as well as a rear patio for privacy. This is a great cozy space! Hemingway House is just a few blocks away and a must-see. It was fun to stroll the neighborhood, see the colorful architecture and end your day at Mallory Square for dinner and a spectacular sunset view. You can’t go wrong with any of the restaurants, but try Two Friends Porch or Harpoon Harry’s for breakfast, the Green Parrot for drinks, and Salute! (located right on Higgs Beach), Conch Republic Seafood Company and The Waterfront Brewery for dinner, just to name a few. I highly recommend Rent Key West Vacations and specifically The Colony, if you are headed to Key West. I certainly hope to return a 3rd time to this cozy oasis. It’s my happy place!
February 1, 2021 - Website

Except for one issue this would be a 4-5 star rental

by Tyler T.
In a fantastic location to walk or bike to most everything, this unit was clean and as described. Very well managed and responsive. One small issue is the couch was very uncomfortable. One large issue is there is a hotel pool and an outside bar directly behind the unit just on the other side of the fence. We never could use the back patio which is something we really enjoy. From day one throughout the entire stay the music, bar patrons and those at the pool were very loud. At times the music at the bar shook the windows. While KW has a noise ordinance after 10 p.m. apparently there isn’t any rule until then. If this issue didn’t exist I’d give this 5 stars and probably stay again. On the day before we left I was talking with another couple staying one unit away from us and they informed me that they thought we were having parties every night. It’s that loud. If you can tolerate the noise then its a good place to stay, but I will not nor would I recommend it to a friend.
February 1, 2021 - Website

Wonderful cottage in the middle of Key West

by william y.
We loved our stay! We rented a car but ended up walking or riding bikes most of the time.Pool was clean and warm. Loved our private deck
January 1, 2021 - Website

Perfect Getaway in Key West

by Cory R.
My wife and I had an absolutely terrific time and enjoyed riding our bikes all over the island. We REALLY thought the condo was our perfect scenario. Thank you so much for the great welcome and helping us enjoy the heck out of our vacation. Great 5year anniversary!
January 1, 2021 - Website

Private tropical retreat, just a short walk from everywhere

by Ryan T.
We loved this place. We could walk and bike everywhere we wanted. The shared heated pool was wonderful in January. Banana trees, elephant ears, and mango trees give the entire place privacy. There is a nice private little back porch with lounges to unwind on. The inside of the condo is very nice and just enough space for a couple. The bed and linens are great. The owner and management company were all very courteous and easy to deal with. The only issues we saw were very minor ones. The smoke detectors were taken apart or missing, the kitchen a/c unit showed visible mold inside, and the couch was pretty beat up. I’m sure the place will get these issues resolved soon. We would come back here every year if we could.
December 1, 2020 - Website

Perfect place to stay in Key West.

by Recent Guest
Quiet and a great location. Office staff and maintain staff friendly and efficient. The fourth year I stayed there.
December 1, 2020 - Website

Perfect place to stay in Key West.

by Sandra R.
Quiet and a great location. Office staff and maintain staff friendly and efficient. The fourth year I stayed there.
November 1, 2020 - Website

Key West

by Joseph G.
Great!!
November 1, 2020 - Website

Key West

by Joseph Vincent G.
Great!!
July 1, 2020 - Website

Key West Trip

by Alan C. A.
Up until I had an emergency and had to ck. out early , it was great. Joyce could not have been anymore helpful. When I had to leave 3 days early I didn't know what to expect! Joyce gave me a credit for the 3 days I missed w/o me even talking to her. This is the company I will use in the future and have already gave there info to some friends of mine. Other lady in the office is a little rump sprung- so I'd talk to Joyce!!!!
March 1, 2020 - Website

40 yr anniversary

by Mary F.
What a lovely charming place. Close to everything and a great pool. MGMT company helped me secure a package shipped here and we're very helpful.
January 1, 2020 - Website

Key West Unit

by Recent Guest
Was very disappointing after traveling for 14 hours to not have hot water when we arrived to shower and had to shower in cold water that night and the following morning. This is inexcusable for the cost per night. In addition, I did not appreciate the property manager talking to me the next morning like I didn't know how to operate a shower - at 61 years old, I've operated plenty of showers. The place is in a great location, clean, but very small - I would not recommend it for more than one couple or a couple with 1-2 small kids. There is limited parking out front so if you get one of those spots, if you don't have to move your car, don't - street parking in the area is impossible to find. Recommend the Little Pearl for seafood just one block away.
January 1, 2020 - Website

Very much enjoyed the stay

by Recent Guest
Nice place, good location.
November 1, 2019 - Website

Great Location

by Deana S.
Can’t wait to stay again!
October 1, 2019 - Website

Great place to stay!!

by Karen M.
The pictures are exactly how the rental is! We loved staying here! Convenient and quite! Felt like we had a private pool too! It was a great place to stay!
July 1, 2019 - Website

Great little house

by Norman G.
Great location, small but great for just 2 people
May 1, 2019 - Website

Key West Discovery

by Recent Guest
Loved this quaint little cottage enclave. Nicely landscaped grounds. Nice pool area. Pool could use some tile repair. Our unit was very clean and. I let furnished. Patio furniture and grill could be updated.
May 1, 2019 - Website

Key West Discovery

by Renee M.
Loved this quaint little cottage enclave. Nicely landscaped grounds. Nice pool area. Pool could use some tile repair. Our unit was very clean and. I let furnished. Patio furniture and grill could be updated.
April 1, 2019 - Website

Family Vacation 3019

by Diane A.
I’ve rented this spot in the past and still as wonderful! Having a kitchen to make breakfast, a barbecue in the back for dinner, is a big money saver. The grounds are cleaned every day and immaculate. The pool was refreshing. Can’t wait for my next stay
April 1, 2019 - Website

Family Vacation 3019

by DIANE A.
I’ve rented this spot in the past and still as wonderful! Having a kitchen to make breakfast, a barbecue in the back for dinner, is a big money saver. The grounds are cleaned every day and immaculate. The pool was refreshing. Can’t wait for my next stay
April 1, 2019 - Website

Jannie&BeckVacay

by Rebecca Q.
Great location, private accommodations, well kept resort.
January 1, 2019 - Website

Key West getaway

by Recent Guest
We were pleased with the rental. The accommodations were as described and centrally located as promised. The unit was clean and comfortable. It could have used a few more ammenities such as kitchen towels and dish clothes. It also didn't have anything in writing to answer common questions. Such as where to find the sheets for the couch pull out. They were in a container under the bed but we didn't think to look there and thus had to spend the first night sleeping in the same bed, which was not desired. The rental staff were friendly and helpful in storing our luggage on day of checkout.
January 1, 2019 - Website

Winter Get Away

by Recent Guest
Very nice place, good location, clean and private
November 1, 2018 - Website

Charming Cottage

by Recent Guest
Great location in a quiet neighborhood but within walking distance of everything we needed
November 1, 2018 - Website

Perfect Description!

by Rodney Y.
Far too often, when you rent a place based on photos, you are sorely disappointed. Not the case here. The photos are spot on. It is perfect for two and the location is excellent. Can't wait to return and definitely recommend this little gem. Everything was just perfect!
October 1, 2018 - Website

Calypso

by Ronald L.
House was nice. Clean and in good shape. Pool was good. Wish there had awnings over outdoor seating areas. Parking needs to be improved. Only four spaces for six rental units.
September 1, 2018 - Website

Best vacation spot ever

by James A G.
Relaxing quiet yet a short walk to all the highlights Key West has to offer. We definitely are going back soon!
July 1, 2018 - Website

Key West Honeymoon

by Recent Guest
Kudos to the Rent KW team. Professional, accessible, and all-around impressive. We arrived after hours, but we had been given step by step instructions on how to get our paperwork, access code, etc. The property was easy to find, very clean, and exactly as the pictures depicted. The location was good if you take it for what it is. (It's Key West, so expect to walk a little bit!) Two blocks off of Duval St, so you can easily walk to all of the tourist stops, bars, restaurants, etc, but tucked back in a nice, quiet neighborhood.It was warm the week we were in town, so the pool (and a well-maintained one at that!) was a lifesaver. It's tucked back in the compound, so you actually have pretty good privacy for a community pool! All the guests that were staying on the grounds seemed to enjoy it. We had a great overall experience. Good work Rent KW.
July 1, 2018 - Website

Key West Stay

by Recent Guest
Came to relax. Area was nice. Unit had drywood termite bodies on sills, kitchen had mold under sink and the wall units have mold growing inside the units.
March 1, 2018 - Website

Oloony Calypso

by Maryanne A.
We really enjoyed our stay. Great location close to everything. Cute, immaculate sun filled cottage. Would come back to stay here again.
March 1, 2018 - Website

Colony Calypso

by Recent Guest
We enjoyed our stay. The team at Rent KW are wonderful. The location can't be beat, very quiet and in the heart of the best part town walkable to everywhere. The accommodations are basic but the price is a total bargain for the space and privacy. The landscaping is well kept and attended to regularly. As far as the other exterior areas, the pool, laundry facilities, and building exteriors could use a little maintenance.
January 1, 2018 - Website

Quiet, clean, quaint

by william s.
Unit 4 is perfect for a couple. Walk everywhere The staff is very helpful.
August 1, 2017 - Website

Two Thumbs Up for Colony Calypso!

by Allison M.
We had the most amazing stay at the Colony Calypso! We have been vacationing in Key West for the past 20 years and my husband and I agreed this was one of our best stays (second only to our wedding!). The room was clean and updated and fit our family perfectly. The private back balcony was so nice for meals and the kitchen was certainly large enough to be able to prepare meals for us and the kids. The bedroom is quite large and had plenty of room for the crib. The 2 boys fully enjoyed sleeping on the pullout in the living room as well. The best part was the big pool! We really couldn't have asked for a better stay!
July 1, 2017 - Website

Much needed vacation

by Sonia E.
There is nothing negative to be said, we had the most relaxing vacation and was definitely well needed. We loved the property and the convenience to everything that we wanted to visit. We also met a lot of super people and the staff at the rental agency couldn't have been any more helpful. Will visit again and rent in the same area again.
July 1, 2017 - Website

Quaint Cottage - perfect for 2!

by Theresa O.
Rented this quaint cottage just blocks off Duval Street. It's perfectly situated to all restaurants and beaches. It was easy to find and to bike to the marina to the beach to Duval street. Parking is first come first serve which was an issue but other than that, the cottage was beautifully decorated and furnished. We loved having a private back patio to come home to and a shared pool was great! We will definitely book again! Great linens and kitchen was well equipped as well. We didn't use it much with all the great restaurants around but it's nice to have it when you need it.Manager's ResponseThank you for the great review! We are happy to hear that you enjoyed the cottage. You are right about parking being first come, first serve, but there are also many free street parking spots near the cottage. Next time, we would be happy to give you other parking options if the cottage parking lot is full. We look forward to you staying with us again!
Thank you for the great review! We are happy to hear that you enjoyed the cottage. You are right about parking being first come, first serve, but there are also many free street parking spots near the cottage. Next time, we would be happy to give you other parking options if the cottage parking lot is full. We look forward to you staying with us again!
June 1, 2017 - Website

Just what we needed

by Will H.
Clean, comfortable, great location, nice pool, and very quiet. We had no complaints whatsoever and were extremely happy with the accommodations. Unless we win the lottery and can afford to buy a vacation home in Key West, we'll be staying here.
April 1, 2017 - Website

Great stay!

by kris m.
We had a great time and great stay! Very clean and great location. I would stay here again for sure. (We had ants and kept all food in the refrigerator, but not a deal breaker. Bought some traps and all was good.)
April 1, 2017 - Website

Great stay!

by Kris M.
We had a great time and great stay! Very clean and great location. I would stay here again for sure. (We had ants and kept all food in the refrigerator, but not a deal breaker. Bought some traps and all was good.)
March 1, 2017 - Website

Excellent Stay at a Fun Destination

by Lee S.
Colony Calipso was a wonderful place to stay in Key West!The cottage was inviting, clean and equipped very well.One of maybe eight cottages around a pool. Private, yet, we met most of the neighbors. As nice, or better than pictures. The kitchen was the best equipped of any vrbo we've stayed at. My wife was able to cook gourmet meals.Calypso is walking distance to most everything. We would recommend rent a scooter. Parking for a car is difficult, and streets are narrow. With the scooter we could reach many places, zip back to Calypso and then head out again- enough we were forgetting what day it was.Between Calypso, the scooter and Key West we felt like teenagers.
January 1, 2017 - Website

Perfect choice

by Jason I.
Best location and advertised right. The cottage was clean and in great condition. The rental company was excellent and had us in there immediately even with and early arrival. It was quiet and very comfortable. Thought it leave. Highly recommended for 2, not sure of 4. Went during winter months so sun was low and pool in shade a bit so maybe some selective brush clearing would be good but that is about it.
January 1, 2017 - Website

Beachy

by Recent Guest
The property was immaculate and quiet! The unit was fully stocked with bath and beach towels, coffee filters, dish washing detergent, paper towels and two air conditioners and two televisions!Only one negative; no beach chairs for us to take to the beach. The local rental company had only one small sit upon chair. We love the beach at Zachary Taylor State Park. El Sorbey Restaurant for Cuban food and Pepe's Restaurant for atmosphere.
December 1, 2016 - Website

Colony Calypso

by Wendy S.
We had a wonderful stay at Colony Calypso. Extremely private and just far enough away from Duval Street to be quiet but close enough to walk everywhere. There were just a couple instances where we used our car and that was simply because we were doing water activities and didn't want to have to walk home in beach attire. The accommodations were clean and provided everything we needed for a weeks stay. Would rent this property again.
December 1, 2016 - Website

Perfect Place for Key West Getaway

by Tim R.
This property was awesome. It was perfect for what I needed. Close to Duval and was able to walk anywhere in Old Town. Overall, a great property.
November 1, 2016 - Website

Nice Vacation

by Recent Guest
Hi,The only complaint I would have is the tub water did not drain and you are taking a shower in standing water. I think that is gross. All in all the place was great and I for sure would be backKaren Manager's ResponseThank you for taking time to review our property, Colony Calypso. Your feedback is important to us. We are happy to hear that you enjoyed your stay. As for the shower not draining, we would have sent our maintenance staff over right away if you had reported the problem to us while you were here. The shower drain is now fixed. We greatly appreciate your feedback and hope you will stay with us again.
Thank you for taking time to review our property, Colony Calypso. Your feedback is important to us. We are happy to hear that you enjoyed your stay. As for the shower not draining, we would have sent our maintenance staff over right away if you had reported the problem to us while you were here. The shower drain is now fixed. We greatly appreciate your feedback and hope you will stay with us again.
July 1, 2016 - Website

Colony Caylpso

by Steven T.
The cottage was exactly as it is shown in the pictures and the management office was very helpful. We arrived before the unit was ready and the office let us keep our bags at the office and offered to deliver them directly to our cottage. They even gave us several suggestions for local restaurants to have lunch at while we waited. The pool area was beautiful and we felt like we had our own oasis just a couple of blocks off of Duval Street!
April 1, 2016 - Website

Key West Getaway

by Virginia L.
My husband and I were looking for a place to relax and unwind from the cold of New York. This was the perfect set up and location for us. Close to lots of great restaurants and local attractions. The place was clean and the pool was wonderful. The property manager was very helpful in giving us directions to attractions and places to eat. I recommend this to anyone who is looking for a pleasant stay in beautiful Key West.
March 1, 2016 - Website

Very clean, awesome location!

by Recent Guest
If you are a couple looking for a perfect location on Key West, give this little gem a try. I wouldn't try to squeeze more than two in here, it is cozy. But it was just perfect for the two of us. Location is perfect, halfway between Atlantic and Gulf side activities. Walk to the ocean for lunch and meander back to the gulf side for evening sunset, etc. The management company was great to work with. Pool area was very well maintained. Parking is tricky but you don't need a car here. There is a little grocer one block away. If you have a car, park it and leave it. The unit was VERY clean. A brand new memory foam mattress was delivered the day before we left. Deck is not huge but who wants to hang out on the back deck when you can be checking out all the sites in KW.
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December 2023
S M T W T F S
          01 02
03 04 05 06 07 08 09
$293
10
$219
11 12 13 14 15
$253
16
$264
17
$230
18
$219
19
$219
20
$219
21
$219
22
$432
23
$452
24
$394
25
$389
26
$451
27 28 29 30
31            
January 2024
S M T W T F S
  01 02
$347
03
$460
04 05 06
07 08 09
$378
10
$396
11
$441
12
$481
13
$567
14 15 16 17 18 19
$506
20
$495
21
$414
22
$372
23
$464
24 25 26 27
28 29 30 31
$353
     
February 2024
S M T W T F S
        01
$441
02
$504
03
$513
04
$504
05
$454
06
$515
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18 19 20 21 22 23 24
25 26 27 28 29    
March 2024
S M T W T F S
          01 02
03 04 05 06 07 08 09
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17 18 19
$496
20
$497
21
$586
22
$668
23
24 25 26 27
$499
28
$492
29
$523
30
$546
31
$503
           
April 2024
S M T W T F S
  01
$502
02
$494
03
$445
04
$519
05
$536
06
$537
07
$491
08
$437
09
$428
10
$431
11
$453
12
$467
13
$460
14
$400
15
$371
16
$359
17
$373
18 19 20
21 22 23 24
$351
25
$400
26
$434
27
$435
28
$372
29
$349
30
$336
       
May 2024
S M T W T F S
      01
$463
02
$506
03
$528
04
$530
05
$471
06
$337
07
$327
08
$351
09
$398
10
$411
11
$410
12
$370
13
$340
14
$326
15
$340
16
$383
17
$464
18
$468
19
$362
20
$336
21
$323
22
$330
23
$372
24
$482
25
$498
26
$505
27
$408
28
$322
29
$324
30
$366
31
$404
 
June 2024
S M T W T F S
            01
$405
02
$345
03
$318
04
$307
05
$416
06
$457
07
$489
08
$497
09
$439
10
$314
11
$309
12
$309
13
$345
14
$364
15
$364
16
$305
17
$285
18
$304
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$312
20
$352
21
$357
22
$363
23
$315
24
$291
25
$289
26
$292
27
$317
28
$334
29
$335
30
$290
           
July 2024
S M T W T F S
  01
$434
02
$438
03
$452
04
$485
05
$512
06
$518
07
$476
08
$289
09
$293
10
$305
11
$336
12
$360
13
$370
14
$323
15
$300
16
$303
17
$309
18
$344
19
$440
20
$446
21
$389
22
$366
23
$370
24
$379
25
$421
26
$452
27
$462
28
$326
29
$304
30
$307
31
$313
     
August 2024
S M T W T F S
        01
$353
02
$382
03
$388
04
$323
05
$304
06
$306
07
$373
08
$420
09
$463
10
$468
11
$339
12
$315
13
$306
14
$309
15
$354
16
$392
17
$381
18
$292
19
$265
20
$253
21
$255
22
$304
23
$351
24
$353
25
$276
26
$259
27
$251
28
$253
29
$299
30
$460
31
$453
September 2024
S M T W T F S
01
$415
02
$347
03
$241
04
$241
05
$281
06
$389
07
$385
08
$299
09
$266
10
$250
11
$241
12
$241
13
$276
14
$276
15
$241
16
$241
17
$241
18
$241
19
$278
20
$343
21
$356
22
$354
23
$322
24
$303
25
$301
26
$242
27
$289
28
$301
29
$241
30
$241
         
October 2024
S M T W T F S
    01
$241
02
$241
03
$312
04
$349
05
$381
06
$241
07
$241
08
$241
09
$241
10
$254
11
$316
12
$345
13
$274
14
$243
15
$241
16
$256
17
$275
18
$636
19
$647
20
$576
21
$551
22
$559
23
$700
24
$781
25
$822
26
$763
27
$624
28
$312
29
$322
30
$370
31
$352
   
November 2024
S M T W T F S
          01
$587
02
$596
03
$521
04
$481
05
$490
06
$548
07
$532
08
$612
09
$608
10
$542
11
$433
12
$332
13
$373
14
$375
15
$437
16
$424
17
$365
18
$318
19
$319
20
$352
21
$380
22
$535
23
$508
24
$446
25
$388
26
$372
27
$375
28
$405
29
$459
30
$439
December 2024
S M T W T F S
01
$392
02
$254
03
$251
04
$274
05
$336
06
$388
07
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