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~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking
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Reviews
10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10371.6 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street1 min walk
- Place, Ernest Hemingway Home and Museum1 min walk
- Place, Southernmost Point9 min walk
- Airport, Key West, FL (EYW-Key West Intl.)13 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Beds
Bedroom 4
2 Single Beds
Bedroom 5
1 King Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only · Jetted bathtub
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking
THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a pool with waterfall feature and lush landscaping. A gas grill and outdoor furniture allow you to dine under the stars. Alternatively, enjoy dining in the open chef’s kitchen with adjoining family room. Expansive glass doors allow you to see the kiddos from this spacious area. Stainless steel appliances, 2 Keurig coffee makers,granite countertops with seating, white cabinetry, and an island with gas cook top adorn the kitchen. Friends can help with meal prep while enjoying cocktails and conversation.
Vacationing with a large family or wedding party? Dreaming on Duval will accommodate your crowd. With three levels of gorgeous living there is plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read. A first-floor king bedroom with luxurious ensuite bath walk-in shower is ideal for the in-laws.
The second floor is home to three additional bedrooms, separated by a hall workspace and full-size washer and dryer. The primary king suite is located at the rear of the home and includes a relaxing sitting area, desk, wet bar, and private balcony overlooking the pool. Its dreamy bath has double sinks, storage, a large walk-in shower, and separate spa tub. The twin bedrooms at the front of the home share a splendid Jack and Jill bathroom with walk-in shower. The sunny third floor with skylights is home to another private king bedroom with ensuite bath, dual sinks, and walk-in shower. It has a sitting area, wet bar, and workspace. Its covered balcony provides a view of Key West’s lighthouse, adding to the dreamy seclusion of your space in the clouds.
Dreaming on Duval is a sizable home (approximately 4,000 sq ft) with an ideal layout for larger families, wedding parties or groups of friends. In addition to private spaces and indoor-outdoor living, this designer home with hardwood floors, TVs and ceiling fans is impeccably furnished throughout. Come enjoy this beautiful home away from home on world famous Duval Street!
BED CONFIGURATION: The first-floor bedroom includes a king size bed and ensuite bath. The second floor includes three bedrooms. The primary king bedroom includes a large ensuite bath and balcony. Two additional twin bedrooms on the second floor share a Jack and Jill bath. Each of these bedrooms has two twin beds that can be converted to kings. The exquisite third-floor king bedroom has an ensuite bath and private balcony.
OUTDOOR AMENITIES: The tropical outdoor area has shaded areas for sitting and dining, as well as sunny areas for lounging by the private pool. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy the sound of the waterfall feature while sipping on a cocktail or cooking on the gas grill. In no time, you will know why this house was featured on HGTV’s House Hunters. PLEASE NOTE: THIS IS A NON-SMOKING PROPERTY, INSIDE AND OUTSIDE. Additional fees will be charged if evidence of smoking is detected.
PARKING: There is designated parking space for one vehicle, which is a luxury in Key West! Plenty of space for scooters or bicycles.
LOCATION: Upper Duval Gallery District. Close to the Hemingway House, Key West Lighthouse, Butterfly Conservatory, and many top-notch restaurants, cafés, and bistros.
PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet friendly).
SMOKING: This is a non-smoking property, inside and outside.
***Guests must be 25 years of age or older unless accompanied by an adult***
***Managed by Historic Key West Vacation Rentals***
Vacationing with a large family or wedding party? Dreaming on Duval will accommodate your crowd. With three levels of gorgeous living there is plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read. A first-floor king bedroom with luxurious ensuite bath walk-in shower is ideal for the in-laws.
The second floor is home to three additional bedrooms, separated by a hall workspace and full-size washer and dryer. The primary king suite is located at the rear of the home and includes a relaxing sitting area, desk, wet bar, and private balcony overlooking the pool. Its dreamy bath has double sinks, storage, a large walk-in shower, and separate spa tub. The twin bedrooms at the front of the home share a splendid Jack and Jill bathroom with walk-in shower. The sunny third floor with skylights is home to another private king bedroom with ensuite bath, dual sinks, and walk-in shower. It has a sitting area, wet bar, and workspace. Its covered balcony provides a view of Key West’s lighthouse, adding to the dreamy seclusion of your space in the clouds.
Dreaming on Duval is a sizable home (approximately 4,000 sq ft) with an ideal layout for larger families, wedding parties or groups of friends. In addition to private spaces and indoor-outdoor living, this designer home with hardwood floors, TVs and ceiling fans is impeccably furnished throughout. Come enjoy this beautiful home away from home on world famous Duval Street!
BED CONFIGURATION: The first-floor bedroom includes a king size bed and ensuite bath. The second floor includes three bedrooms. The primary king bedroom includes a large ensuite bath and balcony. Two additional twin bedrooms on the second floor share a Jack and Jill bath. Each of these bedrooms has two twin beds that can be converted to kings. The exquisite third-floor king bedroom has an ensuite bath and private balcony.
OUTDOOR AMENITIES: The tropical outdoor area has shaded areas for sitting and dining, as well as sunny areas for lounging by the private pool. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy the sound of the waterfall feature while sipping on a cocktail or cooking on the gas grill. In no time, you will know why this house was featured on HGTV’s House Hunters. PLEASE NOTE: THIS IS A NON-SMOKING PROPERTY, INSIDE AND OUTSIDE. Additional fees will be charged if evidence of smoking is detected.
PARKING: There is designated parking space for one vehicle, which is a luxury in Key West! Plenty of space for scooters or bicycles.
LOCATION: Upper Duval Gallery District. Close to the Hemingway House, Key West Lighthouse, Butterfly Conservatory, and many top-notch restaurants, cafés, and bistros.
PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet friendly).
SMOKING: This is a non-smoking property, inside and outside.
***Guests must be 25 years of age or older unless accompanied by an adult***
***Managed by Historic Key West Vacation Rentals***
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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9.8 out of 10, Exceptional, (205 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 first aid kit
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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center 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 - 1 min walk - 0.0 km
- 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
Restaurants
- Old Town Tavern - 2 min walk
- Circle K - 1 min walk
- Moondog Cafe & Bakery - 4 min walk
- Banana Cafe - 3 min walk
- Cuban Coffee Queen (Duval) - 2 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
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
From a partner site
26 August 2025
From a partner site
10/10 Excellent
Zeke F.
5 August 2025
Awesome Experience!
Zeke F.
Verified
10/10 Excellent
Steve G.
23 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay on Duval
Steve G.
Stayed 5 nights in Mar 2025
Verified
10/10 Excellent
Kimbrough T.
2 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved it!
Kimbrough T.
Stayed 5 nights in Mar 2025
Verified
10/10 Excellent
Barbara S.
27 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family vacation
Barbara S.
Stayed 9 nights in Dec 2022
Verified
10/10 Excellent
Lewis W.
16 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and first class accommodations
Lewis W.
Stayed 5 nights in Feb 2025
Verified
10/10 Excellent
Stacey D.
19 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely breathtaking!
Stacey D.
Stayed 4 nights in Feb 2025
Verified
10/10 Excellent
Daren S.
19 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Daren S.
Stayed 8 nights in Mar 2024
Verified
10/10 Excellent
DEBBIE B.
8 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great trip.
DEBBIE B.
Stayed 6 nights in Apr 2023
Verified
10/10 Excellent
Verified traveller
1 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway
Verified traveller
Stayed 6 nights in Dec 2024
Verified
10/10 Excellent
Kenneth W.
21 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and house
Kenneth W.
Stayed 4 nights in Sep 2024
Verified
8/10 Good
Michael R.
1 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and private
Michael R.
Stayed 4 nights in Jun 2023
Verified
10/10 Excellent
Lisa G.
10 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends turn 60
Lisa G.
Stayed 4 nights in May 2024
From a partner site
10/10 Excellent
Chris O.
4 January 2025
Key West
Chris O.
Verified
10/10 Excellent
Susan A.
14 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends Get Away
Susan A.
Stayed 7 nights in Dec 2022
Verified
10/10 Excellent
Erika W.
6 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dreaming On Duval
Erika W.
Stayed 4 nights in Jan 2022
From a partner site
10/10 Excellent
Elizabeth P.
17 November 2024
Dreaming on Duval
Elizabeth P.
Verified
10/10 Excellent
James F.
5 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Coolest house ever.
James F.
Stayed 5 nights in Dec 2024
From a partner site
10/10 Excellent
Elizabeth P.
16 November 2024
Dreaming on Duval
Elizabeth P.
Verified
10/10 Excellent
Melanie O.
2 December 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Week on Duval
Melanie O.
Stayed 5 nights in Nov 2023
Verified
10/10 Excellent
Ron H.
1 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Ron H.
Stayed 4 nights in Mar 2024
Verified
10/10 Excellent
vanessa k.
3 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
40th surprise party!
vanessa k.
Stayed 4 nights in Sep 2024
Verified
10/10 Excellent
Colleen T.
30 December 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome home
Colleen T.
Stayed 4 nights in Dec 2023
From a partner site
8/10 Good
Nicholas B.
29 March 2023
Dreaming on Duval
Nicholas B.
From a partner site
10/10 Excellent
Matthew M.
22 April 2024
Family vacation to Key West
Matthew M.
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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