Welcome to Dreaming on Duval, a private Key West wonderland located at the quieter end of Duval Street. Enjoy an elevated front porch for morning coffee or people-watching, and unwind in the backyard oasis featuring a pool with waterfall feature, lush landscaping and gas grill.
Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 104000 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
~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 amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
4.5 bathrooms
Bathtub
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
TV with cable/satellite channels
Outdoor areas
Balcony
Garden
Gas grill
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Hardwood flooring in public areas
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Near a hospital
Near the marina
Near the sea
Things to do
Bicycles
Heated pool
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 ecotours and cycling nearby. Visit our Key West travel guide
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.
How much is parking at ~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking?
On-site parking is available at the 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?
Checkout 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 holiday home is steps away 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.
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~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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!
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!
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.
Loved the heated pool and comfortable beds. Great location and porch overlooking Duval St.
Lisa G.
Stayed 4 nights in May 2024
From a partner site
10/10 Excellent
Chris O.
4 Jan 2025
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.
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.
Melanie O.
Stayed 5 nights in Nov 2023
From a partner site
10/10 Excellent
Elizabeth P.
17 Nov 2024
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.
Elizabeth P.
From a partner site
10/10 Excellent
Elizabeth P.
16 Nov 2024
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.
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!
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!
vanessa k.
Stayed 4 nights in Sep 2024
From a partner site
10/10 Excellent
Matthew M.
22 Apr 2024
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!
Matthew M.
From a partner site
10/10 Excellent
Mary B.
16 Jan 2024
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!!
This was our third time staying in Dreaming On Duvall. The new owners have replacing some of the furniture, painted and spruced the house up. Everything was perfect. Great location, enjoyed the pool and the evenings on the front porch were perfect for people watching. We will be back.
Kristi B.
Stayed 7 nights in Oct 2023
From a partner site
10/10 Excellent
Lindsey S.
19 Jun 2024
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!
Lindsey S.
From a partner site
10/10 Excellent
16 Oct 2024
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!
From a partner site
10/10 Excellent
Joan L.
10 Mar 2024
!016 Duval was Spectacular!
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
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 traveled to Key West for a family wedding. There were four families in this home. It was perfect for our needs, It was well located, nicely appointed and offered lovely in side and outside eating areas.had wonderful amenities, including a lovely seating area around the pool.
Joan L.
Stayed 5 nights in Feb 2024
From a partner site
10/10 Excellent
Dora D.
26 Feb 2024
Sun in February!
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:
We had a great time celebrating my 80th and 44th birthday of one of my daughters. Loved the location (quiet end of Duval) with many shops, restaurants and ice cream near by. Lots of room for our growing family (10 of us). Very clean and top-of-the-line appliances.
Dora D.
Stayed 7 nights in Feb 2024
From a partner site
10/10 Excellent
15 Jan 2024
Great week
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 property is beautiful inside and out. Amenities were exceptional especially the ice machine on the back deck. A second fridge would be a good addition if possible. Location on Duval is perfect, close enough to walk to multiple attractions but far enough from the hustle and bustle of the crowds.
Dreaming on Duval is an amazing rental. They have thought of everything! I’m sure it has been professionally decorated and attention to every little detail. Clean, comfortable , location is perfect. Would stay here again for sure. Better in person than even in pictures. Back pool patio is an oasis. Perfect for our group of 8 adults. HKWV rentals response time to any questions was outstanding. We just can’t say enough about it. Perfect. Best rental ever.
Maria P.
Stayed 5 nights in Mar 2024
From a partner site
10/10 Excellent
s w.
16 Jul 2024
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.
s w.
Stayed 6 nights in Jul 2024
From a partner site
10/10 Excellent
Deborah D.
30 Apr 2024
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:
One of the best luxury rentals I have stayed in. Comfortably accommodated 8 guests --well laid out living arrangements, clean, convenient and lots of little touches to make the stay special (outside ice machine, pool towels, etc) and the staff at Historic Key West Vacation Rentals were great to deal with--helped us with golf cart and bike rentals, let us leave their luggage at their office until house was ready, etc. Top notch experience all around