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.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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
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
About the area
Key West
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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. MLK Community Pool & Community Center and Key West Butterfly and Nature Conservatory are also worth visiting.
Ernest Hemingway Home and Museum - 1 min walk - 0.2 km
Key West Lighthouse and Keeper's Quarters Museum - 1 min walk - 0.2 km
South Beach - 8 min walk - 0.7 km
Southernmost Point - 9 min walk - 0.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 13 min drive
Restaurants
Circle K - 2 min walk
801 Bourbon Bar - 3 min walk
Old Town Tavern - 2 min walk
Moondog Cafe & Bakery - 3 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.
How much does it cost to stay at Charmayne's Cottages | Private Group Oasis!?
As of 13 May 2026, prices found for a 1-night stay for 2 adults at Charmayne's Cottages | Private Group Oasis! on 17 Aug 2026 start from £486, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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. Florida Keys Beaches and South Beach are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
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
About the host
Your host
Premier Host
They consistently provide great experiences for their guests