Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on Duval St.
Comprised of two buildings—a luxurious Duval St. penthouse with 3 bedrooms and 2.5 baths, and a lovely 3 bedroom, 3.5 bath guest house. The two-story penthouse is designed after a chic urban flat with an island twist. The spacious, open floor plan is complemented by beautiful island-style furnishings and art work. French doors open onto terraces from every room, and there is a covered dining terrace off the gourmet kitchen. A private heated pool or hot tub with waterfall is the perfect finishing touch.
The guest house has three bedrooms, all with private baths, graciously spread out over three floors. The ground floor features a fabulous gourmet kitchen, dining area, half bath, and sitting room with a wall of French doors that open onto the deck and private heated pool with waterfall.
The master bedroom is located on the second floor and has a balcony and marble bathroom. Down the hall is a cozy den with a sleeper sofa. The two third-floor guest suites are spacious and private with beautiful tree-top views of Old Town.
Amenities include 2 off-street parking spaces, two private heated pools, gourmet Viking kitchens, HD flat screen TVs, Ipod docks, WiFi, laundry, and central heat & air conditioning.
Keywords: Key West Vacation Rental, Walk to everything.
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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
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Key West
Located near the beach, this villa is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Harry S. Truman Little White House - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
Mallory Square - 11 min walk - 0.9 km
Fort Zachary Taylor Historic State Park - 12 min walk - 1.1 km
Getting around
Key West, FL (EYW-Key West Intl.) - 13 min drive
Restaurants
Green Parrot Bar - 3 min walk
Margaritaville - 1 min walk
La Concha Bar - 2 min walk
Jack Flats - 1 min walk
Kaya Island Eats - 3 min walk
Frequently asked questions
Does Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
As of 10 Apr, 2026, prices found for a 1-night stay for 2 adults at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking on 16 May, 2026 start from S$2,230, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking pet-friendly?
No, pets are not allowed at this property.
How much is parking at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
On-site parking is available at the property.
What time is check-in at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
Check-in begins at 4:00 PM.
What time is check-out at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
Checkout is at 10:00 AM.
Where is Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking located?
Located in Old Town Key West, this villa is steps away from San Carlos Institute - Casa Cuba and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location and perfect property for large group
In the heart of all the action in Key West. Large property with plenty of space for our group.
Greg H.
Stayed 3 nights in Sep 2019
Response from VrboOwner on 21 Mar, 2020
Greg,
What a dream week in Key West! Perfect weather, great fishing and all
the sunshine and margaritas you wanted. See you soon.
Cheers,
Mark
Verified
10/10 Excellent
Jodie
8 May, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music.
The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you!
I can't wait to go again! Loved the location. The view. The owner was so helpful! Everything was just amazing!
Regina P.
Stayed 6 nights in Nov 2023
Response from VrboOwner on 1 Dec, 2023
Oh Regina,
You and your group were so welcome. I think it was
truly amazing that we were able to help last minute.
Please come back and see us again soon.
Cheers,
Mark
Amazing house! Great location, house was very clean. Pictures were exactly as advertised, and the owner was very responsive to any questions we had, would definitely rent again!!!
Jeanette R.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 11 Aug, 2023
Thank you Jeanette,
We thank you for the great review and look forward to your return next year.
Cheers,
Mark
This place was perfect. Location is amazing, right in the middle of all the action of Duval. Layout of the 2 houses worked great for our extended family reunion. There is something for everyone on the island.
This was the perfect location on Duval Street - right near all of the bars/restaurants, easy walk to Mallory Square for the sunsets. Great setup with 2 houses on one property, everyone had plenty of space
Stefanie L.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 11 Aug, 2023
Thank you Stefanie,
We hope to see you fun group back soon.
Cheers,
Mark
Lots of space for adults to commune on one of the several balconies, lay by one of two pools, or retreat to another room for solitude. Perfectly appointed and gently worn. Only recommend that upon turnover for next rental, make sure all appliances, locks, etc. are fully functioning. Overall, a great location and well managed. Thank you!
We rented both the penthouse and guesthouse for our large group. The location was perfect for walking everywhere we wanted to go. Both houses were clean, well stocked, with super comfortable beds and pillows! The owner was easy to reach and work with.
Ann M.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 23 Feb, 2023
You were the one who was easy to work with.
Our pleasure!
Cheers,
Mark
The location is ideal for walking to just about all the major sightseeing points of interest even including a very nice beach. Good restaurants are also near by as well as many shops and groceries.
The guest house and penthouse accommodations were very comfortable for our family of 12.
John E.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 12 Mar, 2024
Thank you John,
We always love it when guets truly enjoy the compound.
Cheers,
Mark
This property was the perfect location within walking distance to everything…no car needed! The two houses were a perfect set up for us. Mark, The owner, was was more than helpful with questions. Hidden gem!
TAMARA P.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 17 Aug, 2022
Thank you so much Tamara!
It is truly guests like you that make
this all worth doing!!
Cheers,
Mark
6 couples on this Key West trip and stayed in both the Penthouse and Guest House- plenty of room for us all, everyone had their own bedroom, and most had their own bathroom (only two of the 6 bedrooms shared a bathroom, but it was a nice size and easy situation)! Highly recommend! Amazing location, pools, and great porches/balconies, and communication with management was easy.
Krista S.
Stayed 7 nights in Nov 2021
Response from VrboOwner on 1 Dec, 2021
Krista,
Thank you for taking the time to write a review.
Please come back and see us again soon.
Mark
The property is in an amazing location. Beautiful homes. Fit our group perfectly. Easily walk anywhere. Beaches not that far. Grocery store on the same street about 200 yards down, very convenient. Would recommend highly.