Seaside stay .A stay at this Old Town Key West vacation home places you steps from Ernest Hemingway Home and Museum and a 5-minute walk from Duval Street. Also, Southernmost Point is within half a mile (1 km) and Mallory Square is within 2 miles (3 km).
Ernest Hemingway Home and Museum - 1 min walk - 0.1 miles
South Beach - 8 min walk - 0.4 miles
Southernmost Point - 9 min walk - 0.5 miles
Mallory Square - 18 min walk - 1.0 mile
Getting around
Key West Intl. Airport (EYW) - 13 min drive
Restaurants
Moondog Cafe & Bakery - 3 min walk
Old Town Tavern - 2 min walk
Circle K - 2 min walk
Rum Bar at the Speakeasy Inn - 3 min walk
Vinos on Duval - 3 min walk
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.
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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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.
Property is also known as
3144-272993
Frequently asked questions
How close is Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West to the airport?
This vacation home is 3.7 mi (13-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
Does Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West to the beach?
This vacation home is a short 7-minute walk from South Beach and 8-minute walk from Florida Keys Beaches. Don't forget your sunscreen!
Does Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West?
No, there is no casino at this vacation home.
What time is check-in at Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West?
Check-in begins at 3:00 PM.
Is there free parking at Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West?
Free parking is not available at this vacation home.
Does Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West have a pool?
This vacation home does not have a pool.
Does Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West have a spa?
There are no spa services available at this vacation home.
How close is Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West to downtown Key West?
This vacation home is 0.3 mi away from Key West.
Reviews
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
10/10
Cleanliness
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Ericka J.
Sep 29, 2025
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.
Ericka J.
Stayed 2 nights in Sep 2025
10/10 Excellent
Javier R.
Aug 21, 2025
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.