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~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking

Photo gallery for ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking

Imagine lounging in this paradise!
Pull up a stool at the breakfast bar or watch some TV!
You won't believe what is beyond this gate...
Floor plan
Welcome to Dreaming on Duval!

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 104000 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪1 min walk‬
  • Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Southernmost Point
    ‪7 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Twin Beds

Bedroom 4

2 Twin 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***

Property manager

Historic Key West Vacation Rentals
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Key West

Located by the sea, this vacation home is in Old Town Key West, a neighborhood 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.
Map
Key West, Florida

What's nearby

  • Duval Street - 1 min walk - 0.1 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • South Beach - 6 min walk - 0.6 km
  • Southernmost Point - 7 min walk - 0.7 km
  • Mallory Square - 18 min walk - 1.6 km

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬5 min walk
  • ‪801 Bourbon Bar - ‬4 min walk
  • ‪Moondog Cafe & Bakery - ‬4 min walk
  • ‪Old Town Tavern Key West - ‬2 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬2 min walk

Frequently asked questions

Does ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking pet-friendly?

No, pets are not allowed at this property.

What time is check-in at ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking?

Check-in begins at 4:00 PM.

What time is check-out at ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking?

Check-out is at 10:00 AM.

Where is ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking located?

Located in Old Town Key West, this vacation home is steps from Tennessee Williams Key West Exhibit, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 57 reviews
Rating 8 - Good. 2 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 1 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kimbrough T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it!

This is a very nice house with a cute little pool in a good location.
Stayed 5 nights in Mar 2025

10/10 Excellent

Steve G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay on Duval

We just completed a great stay at his property.It was extremely clean, the nights were quiet (even over St. Patricks Day and Spring Break).Fantastic location - we left the car in the dedicated spot and walked everywhere.Best recommendation we can give is that we would absolutely book here again!
Stayed 5 nights in Mar 2025

10/10 Excellent

Lewis W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and first class accommodations

We had a great week there- work and family time. The pool was a big hit with the children.
Stayed 5 nights in Feb 2025

10/10 Excellent

Stacey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely breathtaking!

You really can ask for a better place or a better location! You won’t be disappointed!
Stayed 4 nights in Feb 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

Fabulous location in the heart of Key West. Easy access to property and amenities. Clean, well-equipped and comfortable house for our crew of teens and adults. Highly recommend.
Stayed 6 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chris O.

Key West

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: Place was really nice and great location. Management company provided clear instructions and were easy to work with.

10/10 Excellent

James F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Coolest house ever.

!!!
Stayed 5 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Elizabeth P.

Dreaming on Duval

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: Fabulous property - very spacious and warm. All the comforts of home with ample seating for a meal, an outdoor conversation or gathering in the den.

10/10 Excellent

Kenneth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and house

The property is very central and the house is really nice and clean. Communication was great and easy.
Stayed 4 nights in Sep 2024

10/10 Excellent

vanessa k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

40th surprise party!

My first time traveling to Key West and this house certainly made the trip extremely memorable. The 3 main bedrooms were beyond spacious, and we also loved the large indoor/outdoor communal spaces which gave us all room to hang out together. Despite its location right on the strip, you felt very private once inside & in the backyard. The rental company was super helpful with every step of the way including checking in on us throughout our actual stay!
Stayed 4 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Absolutely Perfect!

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: Our family of 9 ranging from 14 to 77 yrs old enjoyed this lovely property while in Key West for our Granddaughter’s wedding. Everyone had their “own space” and the location was perfect for walking almost anywhere we wanted to go. I have to confess, this is a picky bunch 🤭and Everyone Was Thrilled!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Shannon P.

Great Family Trip

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: Somehow the pictures don't do the house justice - it is huge! We spread out across three floors and it was wonderful. Grandparents in the main level master, parents with kids on the second floor, and another couple upstairs. We only had 8 but could certainly sleep many more. The pool was perfect size for toddler kids to swim back and forth and great for older folks to soak in too. The management company is incredibly responsive and helpful. I was worried about noise on Duval but it wasn't an issue at all - its a quieter end of the street. 10/10 would stay again!

10/10 Excellent

Daren S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

My family really enjoyed this property!! Great location, house and even though it is located on Duvall Street, we hung out in the backyard and it was very quiet!
Stayed 8 nights in Mar 2024

10/10 Excellent

Lisa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends turn 60

Loved the heated pool and comfortable beds. Great location and porch overlooking Duval St.
Stayed 4 nights in May 2024

10/10 Excellent

Barbara S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family vacation

Perfect location, great house for families.
Stayed 9 nights in Dec 2022

10/10 Excellent

Ron H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

Very enjoyable
Stayed 4 nights in Mar 2024

10/10 Excellent

DEBBIE B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great trip.

Everything was great, and the place was beautiful.
Stayed 6 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lindsey S.

Great Girls Getaway

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: This was an excellent house in the most perfect location for our girls trip to Key West. The house and property are extremely well maintained. The property location is right in the heart of the Duval area. There are so many shops and restaurants with in walking distance. Our stay was perfect!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Matthew M.

Family vacation to Key West

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely place. Lots of room for two families. Very private. Ideal location. Would definitely stay here again!

8/10 Good

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and private

It was a great location and was a very private setting for being right in the center of key west. Fun trip
Stayed 4 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

s w.

Fantastic Location and Beautiful home

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: Dreaming on Duval was walking distance to most everything , but we did rent a golf cart through HKWVR. The furnishings were both comfortable (including all the beds)and beautiful. Space was great for our extended family of 10. We loved people watching from the front porch, cooling off in the pool, and walking to dinner, shopping and many sightseeing stops. Management company was excellent with communication.
Stayed 6 nights in Jul 2024

10/10 Excellent

Melanie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Week on Duval

This house is great for a group. It is clean and well set up. The location is perfect and convenient to everything we wanted to do on our vacation. I would recommend this house to anyone traveling down to Key West.
Stayed 5 nights in Nov 2023

10/10 Excellent

Colleen T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome home

We had 4 adults and 5 ‘kids’ ages 26-32. The house was in a perfect location and had plenty of space to spread out. We are already planning our next trip!
Stayed 4 nights in Dec 2023

10/10 Excellent

Susan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends Get Away

Very easy and the place was great!
Stayed 7 nights in Dec 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mary B.

5 Star home

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: Dreaming on Duval is a beautiful home with so many special is amazing from top to bottom; front to back...the pool is perfect too!!
Stayed 4 nights in Nov 2023

About the host

Hosted by Historic Key West Vacation Rentals

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests