~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking
THE PROPERTY: If you are looking for a peaceful retreat that is close to everything, this is the ultimate home for you. As you enter your portal to paradise via the custom iron gecko gate, you will immediately feel as if you have left all your cares behind. You will be greeted by the home's stunning French doors, pool, lounge area and second story balcony.
Always wanted to step from your bedroom into the pool? You can do it from Cloud 9! Both first floor king bedrooms with ensuite baths are just steps from the pool and overlook the garden area. They share a wet bar for easy access to refreshments by the pool. Through the back door of each bedroom, you will find the rear patio, a charming swing and washer and dryer. Travel up the wide staircase that separates the first-floor bedroom suites, to the second floor. The third bedroom, ensuite bath and private balcony are also located on the second floor. The open concept main living area, dining area, and gourmet kitchen are spacious. The covered front balcony overlooks the pool, and the rear balcony is an extra outdoor treat. The main living space is flooded with natural light, comfortable white furnishings, and eclectic art.
There is plenty of room to entertain, enjoy game night, prepare meals, or simply relax and unwind. Your family and friends will not only be indulged in comfort, but they will enjoy the privacy of their own spaces at night. It's time you experience the joy of vacationing on Cloud 9!
BED CONFIGURATION: Two spacious king bedrooms with ensuite baths are on either side of the first-floor entry. The third bedroom with ensuite bath is on the second floor and is furnished with two twin beds that may be converted to a king. All bedrooms have TVs and closets. The living room sectional is also a sleeper sofa for one additional person.
OUTDOOR AMENITIES: The beautiful pool and several seating areas provide plenty of space for family or guests. A small rear patio and porch swing offer a quiet place to read or meditate. You won't feel cramped in this piece of heaven! The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking.
PARKING: Pull right up to the whimsical, iron gecko gate and enjoy your private off-street parking space for one small car.
LOCATION: Old Town, just 1/2 block from Duval Street. Close to restaurants, bars, shops, and tourist attractions. Just steps from Fausto's, Key West's family-owned grocery store where you may purchase anything from pantry staples to gourmet food and wine. The neighborhood also boasts historic, shotgun and conch style homes.
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 home and property.
***Guests must be 25 years of age or older unless accompanied by an adult. ***Outdoor only security camera(s) are in use at this property, and may be used to verify guest occupancy and guest safety. Security camera(s) are not present inside the property nor at the pool area.*** ***Managed by Historic Key West Vacation Rentals***
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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
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 in Key West, this holiday home is in the city centre. 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. Mel Fisher Maritime Museum and The Kite House 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.
Harry S. Truman Little White House - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Mallory Square - 10 min walk - 0.9 km
Fort Zachary Taylor Historic State Park - 14 min walk - 1.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Green Parrot Bar - 4 min walk
Margaritaville - 1 min walk
La Concha Bar
Jack Flats - 1 min walk
Kermit’s Key West Key Lime Shoppe - 2 min walk
Frequently asked questions
Is ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking?
As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking on 14 July 2026 start from AU$2,007, 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.
How much is parking at ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking?
On-site parking is available at the property.
What time is check-in at ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking?
Check-in begins at 4:00 PM.
What time is check-out at ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking?
Checkout is at 10:00 AM.
Where is ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking located?
Located in Old Town Key West, this holiday home is steps away from San Carlos Institute - Casa Cuba and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great stay at this fantastic property. Great location and the management company is 5 star
Chad M.
Stayed 6 nights in Mar 2026
Response from VrboOwner on 4 Apr 2026
That is so nice to hear ~ thank you! We hope you'll come back and make some more memories with us in Key West!
~ The Team @ Historic Key West Vacation Rentals
House was perfect! Beautiful and clean and had everything we needed. Excellent location. The management team was amazing! Welcoming, kind, responsive and easy to work with. Highly recommend!!
Caroline L.
Stayed 3 nights in Mar 2026
From a partner site
10/10 Excellent
Dermot R.
14 Jan 2026
Amazing 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:
We had a lovely week in this home. It was an incredible home, beautifully decorated, spotless, had everything you needed in the house. The pool was a perfect size and heated, nice to float around in at the end of the day. The location was outstanding, walking distance to everything including a supermarket, delicious breakfast place/bakery and a great pizza restaurant.
Dermot R.
Response from VrboOwner on 16 Jan 2026
Thank you for your fabulous review of Cloud 9, which you described so accurately! It is incredible and in a perfect location. We are so glad you enjoyed your stay and hope to welcome you back soon~ The Team at HKWVR
From a partner site
10/10 Excellent
Joanne and David F.
17 Feb 2026
Lovely peaceful retreat yet close to all the action.
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 a lovely private resort style home and grounds for the 6 of us.. 4 adults and 2 children. Walking distance to restaurants, shopping, museums, beautiful beach at Fort Zachery. We rented a golf cart and it was also a great way to get around the island. The home and pool area was very clean and well maintained with pool beautiful furnishings. The beds were very comfy. The pool was a perfect size and nicely heated. The supplies were ample and got us thru the week. Would love to come back! Many thanks to Jennifer and Cindy for ease of booking and great communication and services!
Joanne and David F.
Response from VrboOwner on 26 Feb 2026
Thank you for the nice review of Cloud 9. Our guests love it there ~ and getting around by a golf cart is the best way to explore Key West (besides walking or biking).
Come and stay with us again, and soon!
~ The Team @ HKWVR
The property was absolutely beautiful and location was great. We will definitely be coming back!
Daniel D.
Stayed 5 nights in Mar 2025
Response from VrboOwner on 10 Apr 2025
We are so happy to hear you had a good time at Cloud 9. We are here and waiting for your return!
~ Jennifer & Team @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
David H.
31 Oct 2025
Beautiful place in the heart of 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:
Home was immaculate, well equipped and quiet in the heart of Key West. Management of the property was on top of every question or concern.
David H.
Response from VrboOwner on 11 Nov 2025
Thank you for taking the time to give Cloud 9 and our services such a nice review! We hope you're already making plans to come back and stay with us again!
The Team @ HKWVR
I would give this property 10 stars! Everything was top notch & the property management team & concierge were fantastic! We will definitely be back!! Thank you for everything!!
Beth L.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 4 Aug 2025
We give you 11 stars back! :D
Thank you for the kind review ~ please come and stay with us again, anytime!
~ The Team @ Historic Key West Vacation Rentals
this was the perfect property for our family, near so much yet somehow very private, beautiful home, amazing pool.
Craig k.
Stayed 6 nights in Aug 2023
Response from VrboOwner on 29 Aug 2023
We are so happy to hear you enjoyed your time (and the pool) at Cloud 9. Please come and stay with us again, anytime!
~ Jennifer @ Historic Key West Vacation Rentals
Pat, we are happy you were pleased with your stay at Cloud 9. The large pool and the parking space makes it even nicer. Please visit our tropical island paradise again when you can!
Warm Regards, Cindy & the Historic Key West Vacation Rental team
The property was fantastic and everything was perfect. We would absolutely stay there again.
Randolph T.
Stayed 4 nights in Oct 2024
Response from VrboOwner on 15 Nov 2024
Thank you so much for the kind review! We think you are fantastic as well and we hope you'll be back soon.
~ Jennifer & Team @ Historic Key West Vacation Rentals
Quiet and off the beaten path but not too far! We had a wonderful time and the house is beautiful
Jill G.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 13 May 2024
We are so happy you enjoyed your time at Cloud 9 and hope you'll come and stay with us again! Soon!
~ Jennifer & Team @ Historic Key West Vacation Rentals
Came down for a weekend getaway with my adult kids and we had the absolute best time!!!!This home was gorgeous!!!! Very clean and welcoming!! We will definitely have to come back!!
Jennifer K.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 13 Mar 2025
Thank you for taking the time to give Cloud 9 such a nice review! We are already looking forward to your next stay.
~ Jennifer & Team @ Historic Key West Vacation Rentals
If you are looking for a place to stay in key west book this place! Everything from location to a quiet tranquil place to relax is At This property!!
Joy S.
Stayed 5 nights in Aug 2021
Response from VrboOwner on 2 Sept 2021
Joy, thank you for reviewing Cloud 9. It is a lovely property beginning with the pool then entering the well appointed home. We hope you can come back again soon for more relaxation in Key West!
Cindy& the HKWVR team
Easy, convenient, private, beautiful, quiet oasis. We had everything we needed and the process was pleasant. Will definitely visit this property again.
Verified traveller
Stayed 4 nights in May 2022
Response from VrboOwner on 4 June 2022
We are pleased you enjoyed your stay at Cloud 9. It is a secluded oasis in the middle of town! Please come back again to enjoy more of this Key West tropical paradise!
Cindy & the HKWVR team
we loved our NYE experience here! perfect spot for daily activities & nighttime fun. sparkling, clean and beautiful pool! our family would recommend this spot to everyone
Chris D.
Stayed 2 nights in Dec 2021
Response from VrboOwner on 13 Jan 2022
Well Happy New Year!
We're so happy you enjoyed your time at Cloud 9 (heavenly!).
Please come and stay with us again, and soon!
~ Jennifer & Team Historic Key West Vacation Rentals
Lynn,
Thank you for the review and we are pleased you were happy with your stay. Cloud 9 is lovely and the large pool is a great way to relax! We hope you will visit our little island paradise again soon!
Cindy & the HKWVR team
This house couldn't be more perfect! Exceptionally clean and such a convenient location. We enjoyed the pool daily!
Will be booking this listing again.
Jamie H.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 13 Sept 2024
We are already looking forward to your next stay! Thank you for taking the time to write us such a nice review ~ we think you're perfect, too!
~ Jennifer & Team @ Historic Key West Vacation Rentals
I cannot say enough about Cloud 9. The property is truly special, beautiful, private but close to all the fun!! We would definitely stay here again!
Barbara A.
Stayed 4 nights in Aug 2022
Response from VrboOwner on 20 Aug 2022
We hope you're already making plans to come and see us again, and soon! We love seeing happy, familiar faces.
~ Jennifer @ Historic Key West Vacation Rentals
From a partner site
10/10 Excellent
Stephanie H.
29 July 2025
Beautiful home in the perfect location
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:
From the ease of booking, to the communication with Cindy & Tippi, to the absolutely stunning accommodations-we would 100% stay here again. The location is right in the middle of all the fun on Duval street and easily walkable to other activities. The home is clean, fresh, and beautifully decorated with everything we would need for the 4 nights we stayed. We can’t wait to come back again.
Stephanie H.
Response from VrboOwner on 3 Aug 2025
We 100% want you to come back again, and soon! Maybe the memories of Cloud 9 will entice you to start making plans.
~ The Team @ HKWVR
About the host
Hosted by Historic Key West Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests