Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 2540 sq ft
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Outdoor space
Explore the area
Key West, FL
Studios of Key West
Place, Studios of Key West
1 min walk
Key West Naval Station
Place, Key West Naval Station
1 min walk
Duval Street
Place, Duval Street
12 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
12 min drive
Rooms & beds
1 bedroom (sleeps 2)
Bedroom 1
1 Queen Bed
Other Space 1
1 Double Sofa Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Kitchen
About this property
GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!
AN ESCAPE LIKE NO OTHER… Disconnect from the real world and reconnect with each other in this picture perfect, quaint cottage tucked away on a quiet and vibrant lane of Old Town. Your Paradise awaits just beyond a lovely white picket fence inviting you into a lush and luxuriant setting to call your island home. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
AMENITIES AND FURNISHINGS... A private, covered front porch beckons your lighthearted chit chat as you take in your tropical surroundings with your morning coffee in hand. Slip inside to a fully renovated and bright Great Room with cool hardwood flooring, cathedral ceilings and breathtaking natural lighting. Plush furnishings surround a flat screen TV, allowing you to sink in for your binging pleasure. A fully equipped kitchen with a stylish blue backsplash will calm your senses as you whip up your favorite dish and craft up your cocktail at the enticing bar area with bar seating for 3. Bring the outdoors in as you perch the sliding doors open for the best of both worlds!
SLEEPING ARRANGEMENTS... Find your sleeping sanctuary just off the Great Room with a cozy queen bed with sumptuous linens for a peaceful night’s rest. An en suite full bathroom features a stunning walk-in glass shower with beautiful blue tiling within this nautical dwelling. A sofa sleeper resides in the living area for additional sleeping arrangements.
OUTDOOR LIVING... Bring your fresh cooked cuisine outdoors on a private back deck enveloped in abundant, vibrant foliage with a sweet breeze by your side. A gas grill is provided to grill up your fresh catch of the day. Bike or stroll through this quaint neighborhood of beautiful, historic homes and enjoy just a short ride into town to all that Key West has to offer.
PETS... This home is not pet-friendly.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable)
PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.
BOOKING DATES... This home is available only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund.
Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
START LIVING ON ISLAND TIME…
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport
Historic Seaport
Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number 25230-132775
About the area
Key West
Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
Ernest Hemingway Home and Museum - 18 min walk - 1.6 km
Southernmost Point - 5 min drive - 2.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 8 min drive
Restaurants
Cuban Coffee Queen Waterfront - 10 min walk
Dions Truman & White - 10 min walk
Half Shell Raw Bar - 10 min walk
Pepe's Cafe - 10 min walk
Sandy's Café - 10 min walk
Frequently asked questions
Is GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!?
As of 27 Apr, 2026, prices found for a 1-night stay for 2 adults at GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town! on 18 Jun, 2026 start from S$167, 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 GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!?
Check-in begins at 4:00 PM.
What time is check-out at GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!?
Checkout is at 10:00 AM.
Where is GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town! located?
Located in Old Town Key West, this holiday home is within a 15-minute walk of Key West Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Loved the house. Clean, great location- you can walk everywhere. Quiet neighborhood. Will be back for sure!! EastEasy to xommun
Pam L.
Stayed 29 nights in Sep 2024
From a partner site
10/10 Excellent
René C.
17 Feb, 2023
Cozy, Cozy, Cozy!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Very nice, clean and cozy place on a quiet street.
René C.
Stayed 30 nights in Jan 2023
Response from VrboOwner on 17 Feb, 2023
Thank you for this great review Rene! We are thrilled you enjoyed the property and hope to host you again in the future!
From a partner site
10/10 Excellent
Timothy S.
5 Jan, 2024
Key West stay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Perfect location. Absolutely charming home. A pleasant added surprise were the kind and welcoming neighbors!
Timothy S.
Stayed 31 nights in Dec 2023
Response from VrboOwner on 5 Jan, 2024
Thank you for taking the time to post a review of our property Timothy. We are so happy to hear that you enjoyed your time at Gilley's Place. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know.
The cottage has vaulted ceilings throughout, and ceiling fans in every room. The front porch and double sliding glass doors in the rear that fully open the back of the house to the rear deck creates a very nice indoor outdoor living area. We walked or biked everywhere. Nice quiet street. Would definitely stay again!
Gorgeous place. Uplifting and peaceful. Totally new fixtures and fittings. I loved it. Modern and beautiful. Comfy bed. Great shower. Great for a single traveler or couple. Peaceful. Lovely neighbors. I thoroughly recommend it. Great porch and backyard.
Elizabeth J.
Stayed 28 nights in Apr 2022
Response from VrboOwner on 30 Sept, 2022
Thank you for your fantastic review Elizabeth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
From a partner site
10/10 Excellent
Ruth Ann S.
21 Apr, 2023
A little jewel box
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Gilley’s Place was perfectly located, and beautifully decorated. It was brand new, clean and charming. A well stocked kitchen, and a good sized bathroom made this an easy small house for a months stay. The management team was very responsive and helpful. Five stars all around!
Ruth Ann S.
Response from VrboOwner on 2 May, 2023
Thank you for your fantastic review Ruth. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Gilley's is a very nice home on a quiet, one-way street. It is well stocked in the kitchen for a month's stay. Utensils appliances, cookware are all in great condition. The linens are nice and plentiful. Bedroom is cozy. Front porch is great if you want to interact with neighbors, who are all nice and friendly. Back porch is more private and more spacious, allowing for sunbathing, grilling and dining. Living area is small, but lacked for nothing. Check in and out was a breeze. Property manager was a great help in getting us checked in, providing answers to our questions, bikes and grilling. Lots of walkable options for dining and shopping. Bikes made things even easier.
Thank you for a great stay in Key West.
Renee P.
Stayed 30 nights in Mar 2024
From a partner site
10/10 Excellent
Catherine C.
5 Dec, 2023
A Must Stay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
I had the privilege of staying at his place for the span of two months. It really felt like home. The kitchen and home in general is fully stocked with everything you may need and the backyard/porch is decked out with outdoor furniture and a grill which I regret that I didn’t use more! The home is very fresh, clean, light and well decorated. While the bedroom was on the smaller side, the large shower and bright living and kitchen space really made the home feel larger. It’s absolute perfect for two people to enjoy key west but also feel secluded on a tucked away little lane. I biked to work every day, the location was amazing.The owners as well as management team were so helpful and there for anything you need. I hope to stay again soon in the future!
Catherine C.
Response from VrboOwner on 6 Dec, 2023
Thank you for this great review Catherine! We are thrilled you enjoyed the property and hope to host you again in the future!