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Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West

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7 bedrooms, free WiFi, bed sheets
Fridge, microwave, oven, stovetop
Property grounds
Exterior detail
Exterior detail

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms6 bathrooms201 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Kitchen
  • Air conditioning
  • Free WiFi

Explore the area

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Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪1 min walk‬
  • Place, Southernmost Point
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West

Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West

Experience the ultimate Key West getaway at Charmayne’s Cottages—a private collection of six vibrant and charming units located just steps from iconic Duval Street. Perfect for family gatherings, group retreats, or multiple couples traveling together, this unique property offers the ideal blend of shared space, privacy, and unbeatable access to everything the island has to offer.

The Ambiance:
Charmayne’s Cottages features six individually styled units, each bursting with personality and island charm. With a mix of cozy studios, a spacious two-bedroom suite, and comfortable one-bedrooms, this property can accommodate up to 14 guests. Some units include full kitchens with stainless steel appliances, others offer convenient kitchenettes or mini-fridges—ideal for everything from quick bites to group meals. Enjoy inviting living spaces, air conditioning, cable TV, and free WiFi across all units, along with cozy outdoor areas to sip coffee or soak up the spectacular Key West sun!

Guest Perks:
Enjoy stress-free, contactless check-in with personalized entry codes for each unit—perfect for larger groups arriving at different times. Unit D includes a private on-site parking space, and all other units have access to nearby paid parking options. Beach towels are included for easy beach days, and pet-friendly accommodations mean your furry companions can join the fun too!

Neighborhood Highlights:
Located just off Truman Avenue, you’ll find Charmayne’s Cottages at the center of it all. Explore Key West on foot from this unbeatable location—walk to the Southernmost Point, Hemingway Home and Museum, Key West Lighthouse, and the Butterfly and Nature Conservatory. Duval Street's legendary nightlife, vibrant dining scene, and quirky boutiques are just a stone’s throw away.

Transportation Tips:
Please note that this property includes one designated parking space. Paid parking is available nearby for additional vehicles. We also offer other creative parking solutions, just ask! Key West is a pedestrian- and bike-friendly island, so feel free to explore on foot or rent bicycles, scooters, or golf carts for maximum flexibility. We’re happy to offer local tips and transportation recommendations!

Other Things to Note:
- We welcome dogs with a $20/per dog per night fee.
- All units include air conditioning, cable TV, and WiFi.
- Two exterior security cameras are in place for added safety.
- Guests must be 25 years of age or older to reserve the property.
- Units are located on both the first and second floors.
- There is one dedicated off-street parking space available for use.

Check-in: 3:00 PM
Check-out: 11:00 AM

To enhance guest safety and security, this property is equipped with exterior security cameras for safety and monitoring purposes. Cameras are located around the perimeter, including entrances, driveway, walkways, and common outdoor areas. No cameras are placed in private or interior spaces.

Whether you're gathering with loved ones, reuniting with friends, or planning a group escape, Charmayne’s Cottages is your dream destination for an unforgettable stay in paradise. Book the entire property today and enjoy the perfect blend of comfort, style, and location in the heart of Key West!

At Colocada Vacation Rentals, we’re dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don’t hesitate to reach out! We’re here to help make your stay as special as possible.
During your stay at this vacation home, you're just a quick walk from Duval Street. The vacation home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, 6 bathrooms, and living room
  • Free WiFi
  • Steps from Duval Street and Ernest Hemingway Home and Museum

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Deck/patio

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In the city centre
  • Near the sea

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 2,164 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Onsite 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

3144-272993

Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Ericka J.

Liked: Cleanliness
I can't say enough great things about this place! We rented the entire property (all six villas) for our co bachelor/bachelorette and everything was amazing! Richard and his team go above and beyond from the ease at check-in, to the parking, to the free shuttle and prompt responses for requests. We loved the location too. It was quiet but still walking distance to all the great spots. I would definitely stay here again! Thank you for everything.
Stayed 2 nights in Sep 2025

10/10 Excellent

Javier R.

Liked: Cleanliness
We had an amazing stay! We visited for a Bachelor party. The space was very clean and great for large groups. It's right on Duval Street - so it's in walking distance of all the restaurants, bars and shops! The hosts were also extremely accommodating and helpful.
Stayed 3 nights in Aug 2025