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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

Dog-friendly, colorful cottages w/ pool & hot tub in a fabulous location!

Bedrooms 5
Separate WC's1
Property type cabin
Minimum Stay 1 - 7 nights


About the property

Cabin, 5 Bedrooms, 3 Baths, 1 Half Baths, Sleeps 16

A large group getaway to Key West starts with this pair of charming cottages, which feature a total five bedrooms, three-and-a-half bathrooms, and a max occupancy of 16. The property also includes a private heated swimming pool, a private hot tub, and dog-friendly accommodations.

The cottages sit right on Truman Avenue between Duval Street and Whitehead Street - an unbeatable location offering easy pedestrian access to dozens of shops and restaurants, not to mention the Ernest Hemingway Home & Museum and other notable local attractions. One private parking spot and additional off street parking are available.

One of the cottages has two bedrooms and one bathroom, while the other cottage has three bedrooms and two-and-a-half bathrooms. Both cottages have spacious decks for sunbathing, fully equipped kitchens, cable, and free WiFi. It's also possible to rent each cottage separately if you're traveling with a smaller group - contact Vacasa for more information. A dog is welcome for a small nightly fee.

Start planning your Key West vacation and book these cottages today!

*Please note you must be 25 or older to make a reservation on this property.*

More Details

Property Manager
Vacasa, FL - Florida Keys Office
Member since: 2001
Premier Partner

This partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks English, French, German, Spanish, Portuguese, Italian
Manager indicates their response time is:
Within an hour
Calendar last updated:
22 May, 2018

About Vacasa, FL - Florida Keys Office

Thanks for considering a Vacasa home! We provide full-service management for privately owned vacation homes, and like to think that we offer our guests the best of both worlds: the unique experience of staying in a one-of-a-kind vacation home, with the peace of mind that comes from knowing that the home you book for your special vacation is cared for by professional housekeepers and property managers.

Vacasa began in 2009, simply because our founder and CEO Eric wanted to find a better way to share his wife’s family’s summer home in Long Beach, Washington with guests as a vacation rental. Eric and his early team worked to build Vacasa on the premise that local employees can do what they love most (taking care of guests, homeowners, and properties), while the hands-off tasks of vacation rental management—things like marketing, filing taxes, and maintaining a website—could be handled by a specialized central support team.

Our passion is connecting travelers with the unique experience of staying in a vacation home, and we would be honored to be your host. Please contact us with any questions about this home—our team is standing by!


Accommodation and facilities for this holiday cabin in Old Town in Key West

Property Type:
  • cabin
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 16
  • Max. adults: 16
  • Min. age of primary renter: 21
  • Children welcome
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
  • Air Conditioning
  • Internet
  • Linens Provided
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • 3 Bathrooms
  • 1 Separate WC
  • 5 Bedrooms, Sleeps 16
  • Satellite / Cable
  • Television
Pool / Spa:
  • Heated Pool
  • Hot Tub
  • Private Pool


Excellent! 4.6/5 -
(36 traveller reviews)

75% Complete
16% Complete
5% Complete
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Dog-friendly, colorful cottages w/ pool & hot tub in a fabulous location!
average rating of 4.638889 based on 36 reviews

Great Staff

  • 5 of 5

They staff really bent over backwards to make our cancelled trip from hurricane Irma work out.

  • Review Submitted: 02-May-2018
  • Date of Stay: April 2018
  • Source: Vacasa
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Nice Units

  • 4 of 5

We rented both 415 & 417, and they are just adequate. The tiny pool is nice for soaking, but you could not really swim. Both kitchens are fully stocked with plenty of utensils. Great location, which makes it easy to walk anywhere in town. Our only complaint is the cost which is way more expensive than other comparable beach rentals.

  • Review Submitted: 20-Jan-2018
  • Date of Stay: January 2018
  • Source: Vacasa
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Key West Get Away

  • 3 of 5

The houses are quite nice and are even on a tour! The houses were clean and very easy to get around to the key sights in Key West. There is one main bedroom on the main floor. This is quite nice. (One in each houses) . The upstairs rooms in the 417 House are very small. The ceiling is slanted and if you are 6 foot or taller bring aspirin!! I can not count how many times I hit my head. There are not real mattresses there but egg create on wooden slats. Fine for the young but if you have folks who have back problems then forget it. The photos of the inside and out seem to be taken with a creative perspective (thats being nice).<br />

<br />

Overall a great place to stay but don't bring too many adults. The beds won't work for most.

  • Review Submitted: 29-Dec-2017
  • Date of Stay: December 2017
  • Source: Vacasa
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Great house

  • 5 of 5

Clean and great location. Perfect for bigger groups with the decks connecting in the back.

  • Review Submitted: 26-Dec-2017
  • Date of Stay: December 2017
  • Source: Vacasa
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Almost Sothetmost Rocks!!

  • 5 of 5

Great Location &amp; Awesome Homes for large family!! Be back soon!!

  • Review Submitted: 24-Nov-2017
  • Date of Stay: November 2017
  • Source: Vacasa
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North Hollywood, CA

Key Westbound bachelor party!!

  • 5 of 5

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:

First off. I can’t thank the city of Key West and KWVR for honoring my reservation 3 weeks after the deviation of Irma. This was my best trip yet. I rented this amazing property with the idea of housing about 15 guys for my bachelor party. In the end we only had about 8 people stay while two others got hotels. We had MORE than enough room. 417 had a huge master l Bdroom(king size bed) with a bathroom that I had all to myself. 3 of my friends stayed upstairs in the 3 queen beds for themselves while another stayed on the pull out couch. 415 also had a nice living room area with a pull out bed, but 2 of my friends decided to stay upstairs in the bedroom there(king size bed too). There’s also a space up there where you could easily fit a blow up mattress. The master bdroom downstairs had a queen size bed and a big bathroom right next to it. I would say the best amenity about the property was the outdoor patio. Both houses connect in the back so it’s perfect for large gatherings. The two decks upstairs were really cool too, especially at night. 417 also didn’t have a table up there which is shown in pics. The only really sad thing we were upset about was the hot tub not being full and working and no grill. We were not told in advance that these amenities were gone even though they are pictured and listed on the site. We bought a whole bunch of food for grilling that we ended up having to waste. Other than that, perfect place! So thank you so much KWVR! We’ll be back! Recommendations: Rent an 8 seater golf cart. There are two spots for them and it made getting around the island very easy. Also ask if all amenetites are in tact that you plan to use. I.e. grill, hot tub...

  • Review Submitted: 04-Oct-2017
  • Date of Stay: September 2017
  • Source: Vacasa
Property under previous ownership / management during this stay
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