Entire home
GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!
Holiday home with kitchen, near Duval Street
Photo gallery for GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!





Reviews
10 out of 10 
Exceptional
1 bedroom1 bathroomSleeps 2540 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street12 min walk
- Place, Mallory Square18 min walk
- Place, Southernmost Point3 min drive
- Airport, Key West, FL (EYW-Key West Intl.)8 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…
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?
Get instant answers with AI powered search of property information and reviews.
Similar properties

PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/ Shared Heated Pool!
PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/ Shared Heated Pool!
- Pool
- Kitchen
- Washer
- Dryer
9.6 out of 10, (14 reviews)
House Rules
Check in after 4:00 PM 
Minimum age to rent: 25 
Check out before 10:00 AM 
Children
Children allowed: ages 0–17 
Events
No events allowed 
Pets
No pets 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 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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. 

Key West, FL
What's nearby
- Duval Street - 12 min walk - 1.1 km
- Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
- Mallory Square - 18 min walk - 1.5 km
- South Beach - 19 min walk - 1.6 km
- Southernmost Point - 3 min drive - 1.8 km
Getting around
Restaurants
- Square Grouper Key West - 8 min walk
- Harpoon Harry's Restaurant and Bar - 9 min walk
- Dante's - 9 min walk
- Pepe's Cafe - 10 min walk
- The Dive Bar Shirt Club - Grub House - 7 min walk
Frequently asked questions
About the host
Hosted by Wendy Zintsmaster & Team

Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























