Entire home
GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
1 bedroom1 bathroomSleeps 250.2 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street12 min walk
- Place, Ernest Hemingway Home and Museum15 min walk
- Place, Southernmost Point5 min drive
- 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…
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…
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10.0 out of 10, Exceptional, (11 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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.

Key West, FL
What's nearby
- Studios of Key West - 1 min walk - 0.0 km
- Duval Street - 12 min walk - 1.1 km
- Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
- South Beach - 19 min walk - 1.6 km
- Southernmost Point - 5 min drive - 2.7 km
Getting around
Restaurants
- Cuban Coffee Queen Waterfront - 10 min walk
- Half Shell Raw Bar - 10 min walk
- Dions Truman & White - 10 min walk
- Square Grouper Key West - 8 min walk
- Pepe's Cafe - 10 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
31 Jan 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 30 nights in Jan 2024
Verified
10/10 Excellent
PATRICIA M.
30 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
GILLEY'S PLACE
PATRICIA M.
Stayed 29 nights in Apr 2024
Verified
10/10 Excellent
Pam L.
6 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect!
Pam L.
Stayed 29 nights in Sep 2024
From a partner site
10/10 Excellent
René C.
17 Feb 2023
Cozy, Cozy, Cozy!
René C.
Stayed 30 nights in Jan 2023
From a partner site
10/10 Excellent
Timothy S.
5 Jan 2024
Key West stay
Timothy S.
Stayed 31 nights in Dec 2023
Verified
10/10 Excellent
Sharon W.
8 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Completely renovated conch shack
Sharon W.
Stayed 34 nights in Nov 2024
Verified
10/10 Excellent
Elizabeth J.
10 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful pretty and best location
Elizabeth J.
Stayed 28 nights in Apr 2022
From a partner site
10/10 Excellent
Ruth Ann S.
21 Apr 2023
A little jewel box
Ruth Ann S.
Verified
10/10 Excellent
Renee P.
15 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
KEY WEST TIME
Renee P.
Stayed 30 nights in Mar 2024
From a partner site
10/10 Excellent
Catherine C.
5 Dec 2023
A Must Stay
Catherine C.
Verified
10/10 Excellent
David L.
16 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
David L.
Stayed 28 nights in Nov 2025
Verified
10/10 Excellent
Heide W.
21 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Heide W.
Stayed 29 nights in Jun 2025
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
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