Entire home

Charmayne's Cottages | Private Group Oasis!

Holiday home with kitchen, steps from Duval Street

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TV - Charmayne's Cottages | Private Group Oasis! (Key West)
Fridge, microwave, oven, stovetop - Charmayne's Cottages | Private Group Oasis! (Key West)
TV - Charmayne's Cottages | Private Group Oasis! (Key West)
Exterior detail - Charmayne's Cottages | Private Group Oasis! (Key West)
Property grounds - Charmayne's Cottages | Private Group Oasis! (Key West)
Close to Ernest Hemingway Home and Museum and Duval Street, Charmayne's Cottages | Private Group Oasis! has plenty to offer. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms6 bathrooms201 sq m

Popular amenities

  • Kitchen

Add dates for prices

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 | Private Group Oasis!

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.

Property amenities

Internet

  • Available in the house: WiFi

Kitchen

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

Bedrooms

  • 7 bedrooms

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shower

Entertainment

  • TV

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Property does not allow children
  • Unit size: 2,164 square feet

Similar properties

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
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

This property does not allow children

Events

No events allowed

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

Property is also known as

1021788

About the area

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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 South Beach. MLK Community Pool & Community Center and Key West Butterfly and Nature Conservatory are also worth visiting. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    1 min walk - 0.0 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    1 min walk - 0.2 km
  • Key West Lighthouse and Keeper\'s Quarters Museum which includes a lighthouse as well as a small group of people
    Key West Lighthouse and Keeper's Quarters Museum
    1 min walk - 0.2 km
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    8 min walk - 0.7 km
  • Southernmost Point featuring signage
    Southernmost Point
    9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    13 min drive

Restaurants

  • Bourbon Street Pub
    4 min walk
  • 801 Bourbon Bar
    3 min walk
  • Old Town Tavern
    2 min walk
  • Circle K
    2 min walk
  • Rams Head Southernmost
    4 min walk

Frequently asked questions

Is Charmayne's Cottages | Private Group Oasis! pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Charmayne's Cottages | Private Group Oasis!?

Check-in begins at 3:00 PM.

What time is check-out at Charmayne's Cottages | Private Group Oasis!?

Checkout is at 11:00 AM.

Where is Charmayne's Cottages | Private Group Oasis! located?

Located in Old Town Key West, this holiday home is steps away from Tennessee Williams Key West Exhibit, Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost Point are also within 10 minutes.

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Charmayne's Cottages | Private Group Oasis! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Sydney J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property for a group trip with a lot of separate sleeping areas and bathrooms. Great location in the middle of town. We had a great time!
Stayed 4 nights in Dec 2025

10/10 Excellent

Ericka J.

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