Entire home
~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.
Photo gallery for ~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.





Reviews
9.4 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 8185.8 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street8 min walk
- Place, Ernest Hemingway Home and Museum12 min walk
- Place, Southernmost Point19 min walk
- Airport, Key West, FL (EYW-Key West Intl.)12 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Beds
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Bathtub or shower · Toilet
Bathroom 5
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!
THE PROPERTY: As you enter the carport and begin to unwind, you will be greeted by beautiful porches and tropical greenery. Drop your luggage at the door and go for a swim. Around back, a private pool awaits you. Later, you can cozy up to a bedroom of your choice.
The first-floor queen ensuite bedroom includes a desk, dresser, ceiling fan and access to the pool. The second floor is home to three additional bedrooms. The first is a king suite with TV, wet bar, and walk-in/walk-through closet with access to the washer/dryer. Its ensuite bath has a large soaking tub with a laminar flow filler that fills from the ceiling, and a spacious walk-in shower with multiple heads. The room also provides access to a private balcony. The second is a queen suite with nightstands, ceiling fan, TV, dresser, and glass doors leading to the sun deck. The third bedroom on the second floor includes twin beds that may be converted to a king. This bedroom accesses a full bath from the hallway. It also has access to the second-floor balcony in front of the home that overlooks Fleming Street. This balcony wraps around the side of the house and connects to the sun deck. Its spiral stairs will lead you down to the pool area.
Back downstairs you will pass the half bath on your way to the open concept great room. Here you will find sunshine, happiness and the home’s living room and kitchen. Stainless steel appliances, a triple sink, and granite counters round out the gourmet kitchen. The adjoining living room has a queen sleeper sofa, plenty of seating for your family and friends, a large screen TV, ceiling fans, and storage. From this area you will also find table seating for six, a wet bar with wine fridge, and access to the pool area via the expansive wall of windows. This home embodies the Key West lifestyle and is yours to enjoy while here on the island.
BED CONFIGURATION: This home has 4 beautifully appointed bedrooms. A queen ensuite bedroom is located on the first floor for those who may not prefer stairs. Three additional bedrooms are located on the second floor. They include one king ensuite, one queen ensuite and one twin bedroom. The twin beds may be converted to a king size bed and have access to a full bath in the hall.
OUTDOOR AMENITIES: A small sitting pool spills into the larger pool and will cool you down after a day exploring the island. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. There is a deck and outdoor dining area for al fresco meals.
PARKING: There is designated parking for 2 vehicles in the carport.
LOCATION: Old Town, North of Truman. Many tourist attractions are located here as well as restaurants, shops, and galleries. Just 5 blocks to Duval Street or the Marina and walkable for those who like to park their car and chill. The neighborhood boasts historic homes, shotgun, and conch style homes.
PETS: One (1) dog allowed, up to 25 lbs, for an additional fee and completion of Pet Information addendum. Must be 1 year of age or older. Must be spayed/neutered. All vaccinations must be up to date. Please be advised some breeds are not permitted. Sorry, cats not allowed.
SMOKING: This is a non-smoking home.
***Guests must be 25 years of age or older unless accompanied by an adult.
***Please note that the cleaning fee includes a full "mid-stay" clean***
***Managed by Historic Key West Vacation Rentals***
THE PROPERTY: As you enter the carport and begin to unwind, you will be greeted by beautiful porches and tropical greenery. Drop your luggage at the door and go for a swim. Around back, a private pool awaits you. Later, you can cozy up to a bedroom of your choice.
The first-floor queen ensuite bedroom includes a desk, dresser, ceiling fan and access to the pool. The second floor is home to three additional bedrooms. The first is a king suite with TV, wet bar, and walk-in/walk-through closet with access to the washer/dryer. Its ensuite bath has a large soaking tub with a laminar flow filler that fills from the ceiling, and a spacious walk-in shower with multiple heads. The room also provides access to a private balcony. The second is a queen suite with nightstands, ceiling fan, TV, dresser, and glass doors leading to the sun deck. The third bedroom on the second floor includes twin beds that may be converted to a king. This bedroom accesses a full bath from the hallway. It also has access to the second-floor balcony in front of the home that overlooks Fleming Street. This balcony wraps around the side of the house and connects to the sun deck. Its spiral stairs will lead you down to the pool area.
Back downstairs you will pass the half bath on your way to the open concept great room. Here you will find sunshine, happiness and the home’s living room and kitchen. Stainless steel appliances, a triple sink, and granite counters round out the gourmet kitchen. The adjoining living room has a queen sleeper sofa, plenty of seating for your family and friends, a large screen TV, ceiling fans, and storage. From this area you will also find table seating for six, a wet bar with wine fridge, and access to the pool area via the expansive wall of windows. This home embodies the Key West lifestyle and is yours to enjoy while here on the island.
BED CONFIGURATION: This home has 4 beautifully appointed bedrooms. A queen ensuite bedroom is located on the first floor for those who may not prefer stairs. Three additional bedrooms are located on the second floor. They include one king ensuite, one queen ensuite and one twin bedroom. The twin beds may be converted to a king size bed and have access to a full bath in the hall.
OUTDOOR AMENITIES: A small sitting pool spills into the larger pool and will cool you down after a day exploring the island. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. There is a deck and outdoor dining area for al fresco meals.
PARKING: There is designated parking for 2 vehicles in the carport.
LOCATION: Old Town, North of Truman. Many tourist attractions are located here as well as restaurants, shops, and galleries. Just 5 blocks to Duval Street or the Marina and walkable for those who like to park their car and chill. The neighborhood boasts historic homes, shotgun, and conch style homes.
PETS: One (1) dog allowed, up to 25 lbs, for an additional fee and completion of Pet Information addendum. Must be 1 year of age or older. Must be spayed/neutered. All vaccinations must be up to date. Please be advised some breeds are not permitted. Sorry, cats not allowed.
SMOKING: This is a non-smoking home.
***Guests must be 25 years of age or older unless accompanied by an adult.
***Please note that the cleaning fee includes a full "mid-stay" clean***
***Managed by Historic Key West Vacation Rentals***
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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
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 first aid kit
About the area
Key West
Located in Key West, this holiday home is in the city centre. 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
- Duval Street - 8 min walk - 0.7 km
- Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
- Harry S. Truman Little White House - 13 min walk - 1.2 km
- South Beach - 17 min walk - 1.5 km
- Southernmost Point - 19 min walk - 1.6 km
Getting around
Restaurants
- Kermit's Key West Key Lime Shoppe - 9 min walk
- Cuban Coffee Queen Waterfront - 5 min walk
- Schooner Wharf Bar - 8 min walk
- Half Shell Raw Bar - 5 min walk
- Square Grouper Key West - 5 min walk
Frequently asked questions
Reviews
9.4
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
1 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 29 nights in Nov 2025
From a partner site
8/10 Good
Vivian M.
31 July 2024
Tropical Dream
Vivian M.
From a partner site
10/10 Excellent
Penny O.
3 April 2024
Best rental property EVER
Penny O.
From a partner site
8/10 Good
19 May 2022
906 Fleming
Verified
10/10 Excellent
Royal B.
7 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Near perfect Key West vacation
Royal B.
Stayed 28 nights in Feb 2023
From a partner site
10/10 Excellent
Dan E.
29 November 2023
Wonderful Stay
Dan E.
From a partner site
10/10 Excellent
william p.
6 December 2023
Escape to Paradise
william p.
From a partner site
6/10 Okay
april t.
19 May 2022
winter rental
april t.
From a partner site
10/10 Excellent
John K.
4 November 2025
A Tropical Dream Indeed
John K.
From a partner site
10/10 Excellent
19 May 2022
Helping in a crisis
From a partner site
10/10 Excellent
Kim H.
19 May 2022
Great stay in a great location!
Kim H.
From a partner site
10/10 Excellent
19 May 2022
Wonderful Summer in Key West!!!
From a partner site
10/10 Excellent
Searing M.
19 May 2022
Tropical Dream Monthly Rental
Searing M.
From a partner site
10/10 Excellent
A guest from Miami Beach, FL
19 May 2022
Wonderful getaway!!!
A guest from Miami Beach, FL
From a partner site
6/10 Okay
april t.
5 March 2021
winter rental
april t.
From a partner site
10/10 Excellent
A guest from Miami Beach, FL
20 October 2020
Wonderful getaway!!!
A guest from Miami Beach, FL
Verified
10/10 Excellent
Verified traveller
8 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter Getaway
Verified traveller
Stayed 28 nights in Feb 2020
From a partner site
8/10 Good
19 November 2019
906 Fleming
From a partner site
10/10 Excellent
Searing M.
27 August 2019
Tropical Dream Monthly Rental
Searing M.
From a partner site
10/10 Excellent
9 September 2018
Wonderful Summer in Key West!!!
From a partner site
10/10 Excellent
George J.
30 January 2018
Tropical Dream
George J.
Stayed 28 nights in Dec 2017
Archival
8/10 Good
mark s.
29 November 2017
Tropical dream
mark s.
Stayed 28 nights in Oct 2017
Archival
10/10 Excellent
2 October 2017
Helping in a crisis
Archival
10/10 Excellent
Kim H.
7 August 2017
Great stay in a great location!
Kim H.
About the host
Hosted by Historic Key West Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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