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

Key West, Florida
$1883 avg/night Minimum Stay 4 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 4 nights

Min Stay

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***

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4000 Sq Ft (372 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Garden Gas Grill Outdoor Furniture
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Jetted Bathtub Shower Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Cycling Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Water Skiing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Adam G.

    Submitted Aug 26, 2025

    Stayed Aug 7, 2025

    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: Large key west home on main drag with pool and amenities for any and all occasions. Good for family, friends and all the above. Will be renting again.

  • Zeke F.

    Submitted Aug 5, 2025

    Stayed Jul 17, 2025

    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: House was great. Tons of space for the whole family. It is close to everything! Pool is awesome and cooled us off great!! Rental company was great as well. House is well kept and really clean! Thank you will be back soon!!

  • Kimbrough T.

    Submitted Apr 2, 2025

    Stayed Mar 26, 2025

    This is a very nice house with a cute little pool in a good location.

  • Steve G.

    Submitted Mar 23, 2025

    Stayed Mar 16, 2025

    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!

  • Stacey D.

    Submitted Feb 19, 2025

    Stayed Feb 10, 2025

    You really can ask for a better place or a better location! You won’t be disappointed!

  • Lewis W.

    Submitted Feb 16, 2025

    Stayed Feb 1, 2025

    We had a great week there- work and family time. The pool was a big hit with the children.

  • James F.

    Submitted Jan 5, 2025

    Stayed Dec 31, 2024

    !!!

  • Chris O.

    Submitted Jan 4, 2025

    Stayed Dec 16, 2024

    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.

  • Submitted Jan 1, 2025

    Stayed Dec 25, 2024

    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.

  • Shannon P.

    Submitted Dec 3, 2024

    Stayed Dec 31, 1969

    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!

  • Shannon P.

    Submitted Dec 2, 2024

    Stayed Nov 23, 2024

    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!

  • Elizabeth P.

    Submitted Nov 17, 2024

    Stayed Dec 31, 1969

    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.

    Submitted Nov 16, 2024

    Stayed Nov 10, 2024

    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.

  • Submitted Oct 16, 2024

    Stayed Dec 31, 1969

    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!

  • vanessa k.

    Submitted Oct 3, 2024

    Stayed Sep 28, 2024

    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!

  • Kenneth W.

    Submitted Sep 21, 2024

    Stayed Sep 17, 2024

    The property is very central and the house is really nice and clean. Communication was great and easy.

  • Christa W.

    Submitted Aug 20, 2024

    Stayed Dec 31, 1969

    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 have stayed at this property several times and look forward to coming back every year. Perfect house, perfect location, perfect everything!!!!! Historic Key West Vacation Rentals is alway great to deal with!

  • s w.

    Submitted Jul 16, 2024

    Stayed Jul 6, 2024

    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.

  • Lindsey S.

    Submitted Jun 19, 2024

    Stayed Dec 31, 1969

    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!

Your dates are Available!

Total

Includes taxes and fees
$1,883+
View details