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Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage

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A spacious living room with a high wooden ceiling, a large sliding glass door leading to an outdoor patio, and a cozy seating area with a sofa and a small round table. - Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage (Key West)
A modern kitchen with a central island, dining area with chairs, and a large wooden ceiling. - Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage (Key West)
A private pool area with lounge chairs and a small Buddha statue. - Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage (Key West)
A spacious living area with a wooden ceiling, a ceiling fan, a television, and artwork on the walls. - Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage (Key West)
A modern kitchen with a central island, dining chairs, a sofa, and a coffee table in a living area. - Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage (Key West)
Close to South Beach and Ernest Hemingway Home and Museum, Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard provides a garden, laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

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About this property

Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage

  • Please Note: Key West Oasis is NOT suitable for families with young children, as the 2nd bedroom is not attached to the main house - it is in a back cottage, separated by a pool. On the other hand, this is the perfect layout for two couples or families with older children, as this setup offers much more privacy.

    Discover the charm of Old Town Key West at Key West Oasis, a beautifully appointed two-bedroom, two-bath private vacation home tucked away in one of Key West's desirable historic neighborhoods. Enjoy convenient access to Key West's Duval Street, wonderful restaurants, boutique shops, lively bars and beaches, while having a peaceful, private retreat to return to at the end of the day.

    Originally built in 1906 as a cigar maker's cottage, this historic home has been thoughtfully renovated to blend its original Key West character with the comforts and conveniences of modern living. The main house features an inviting open floor plan, beautiful hardwood floors and original Dade County pine walls and ceilings. Newly completed in September 2026, the dramatic vaulted ceiling creates an airy, spacious feel that makes the living area especially inviting.

    The main house includes a comfortable master suite, a fully equipped gourmet kitchen, and an open living and dining area designed for relaxing and entertaining. French doors open directly onto your own private tropical backyard, where the beauty of Key West living really comes to life.

    Step outside and discover a secluded oasis surrounded by lush tropical landscaping, colorful flowers and swaying palms. The heated private pool, complete with a soothing waterfall, provides the perfect setting for a refreshing swim or an afternoon spent soaking up the Florida sunshine. The beautifully landscaped backyard is exceptionally private, offering a rare sense of seclusion where you can truly unwind and enjoy your own little piece of paradise without the outside world in view.

    Just beyond the main house, a charming detached cottage provides a second bedroom and full bath, making Key West Oasis especially appealing for two couples traveling together or guests who appreciate a little extra space and privacy. With its impressive 20-foot vaulted ceilings and private open-air shower surrounded by tropical greenery, the cottage offers a wonderful retreat of its own.

    Whether you're enjoying a leisurely morning coffee, spending a sun-filled afternoon poolside, exploring the best of Old Town, or returning home after a wonderful evening out, Key West Oasis offers the perfect balance of historic charm, modern comfort and tropical privacy.

    Come experience Key West living at its best. Your private oasis awaits!

Similar properties

About the area

Located near the beach, 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    12 min walk - 1.1 km
  • A beach sign with rules and hours for Clarence S. Hughes Memorial Beach.
    Clarence S. Higgs Memorial Beach Park
    14 min walk - 1.2 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    15 min walk - 1.3 km
  • A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.
    South Beach
    15 min walk - 1.3 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    17 min walk - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    8 min drive

Restaurants

  • Sandy's Café
    2 min walk
  • El Siboney Restaurant
    4 min walk
  • Tipsy Rooster
    12 min walk
  • Ana's Cuban Cafe
    13 min walk
  • Better Than Sex
    12 min walk

Frequently asked questions

Does Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard have a pool?

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

Is Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard pet-friendly?

No, pets are not allowed at this property.

How much is parking at Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard?

On-site parking is available at the property.

What time is check-in at Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard?

Check-in begins at 3:00 PM.

What time is check-out at Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard?

Checkout is at 10:00 AM.

Where is Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard located?

Located in Old Town Key West, this holiday home is within a 15-minute walk of Key West Firehouse Museum, Florida Keys Beaches and Duval Street. South Beach and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

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Reviews

Key West Oasis: Secluded Private Pool, Tropical Backyard, Separate Guest Cottage Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 139 out of 141 reviews
Rating 8 - Good. 2 out of 141 reviews
Rating 6 - Okay. 0 out of 141 reviews
Rating 4 - Poor. 0 out of 141 reviews
Rating 2 - Terrible. 0 out of 141 reviews

Reviews

Verified review

10/10 Excellent

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

Fantastic, clean and beautiful property!

We LOVED it! The backyard is so private. The pool is beautiful. The property is so clean. I cannot say enough good things!
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful home..loved the pool. Close to everything 6 - 8 min drive to almost everything.
Stayed 7 nights in Oct 2024
Verified review

10/10 Excellent

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

Wonderful and Relaxing

The property is exactly as described and as illustrated by online photos. All the other online reviews confirm that this place is simply wonderful, clean and perfect for couples. We spent most of our time enjoying the secluded pool and patio. The owner was accommodating and responsive. The property manager was prompt and a pleasure to meet with upon our arrival. Our stay was relaxing and everything we hoped for. We would absolutely consider staying at KWO again in the future.
Stayed 5 nights in Aug 2023
Verified review

10/10 Excellent

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

Great Property!

Key West Oasis was nothing short of perfect! We had one little maintenance hiccup on day one. But not to worry- It was taken care of IMMEDIATELY! The service and communication were spot on! the property was immaculately clean. The main area of Duval Street was about 8-9 blocks away. So very convenient. We would definately stay here again.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

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

Amazing Vacation Accommodations and Host!

Everything about this vacation rental and our host/owner (Kim) was stellar. Kim was very prompt at responding to questions and providing suggestions to make our trip as enjoyable as possible. She really went above and beyond to assure we would have a vacation to remember!!! The location was within walking distance to the majority of the highlights we wished to visit and to the downtown Duval Street area. Upon arrival we were promptly greeted and given a tour of the home. It was an absolute pleasure staying in this quaint 'oasis' while visiting Key West.The main house and cottage were immaculate when we arrived and although we had one slight maintenance issue during our stay it was addressed immediately and we were not inconvenienced in the least. I would highly recommend staying here and we would not hesitate to book again in the future when visiting Key West.
Stayed 7 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was fantastic! Great location!Gary was very responsive and gave great recommendations. Would definitely recommend this home and would stay here again!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean, perfect backyard. The pool was great and completely private. We enjoyed our stay. The owner Kim, was awesome to work with. See you next year!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was ideal. Close to everything you want/need but far enough away not to be disturbed. True Key West Oasis!Host responsiveness was quick and minor issue resolved within the hour. Easy rental experience.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very relaxing and peaceful place in a great location.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was enjoyable!
Stayed 15 nights in Dec 2025
Verified review

10/10 Excellent

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

Great place to stay

Property was just as it was listed. It was clean and very well maintained and the location was perfect
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

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

Amazing

Had such a great time at this property!
Stayed 7 nights in Jan 2024
Verified review

10/10 Excellent

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

Fantastic getaway

Property was absolutely beautiful!!!!! Kim was the greatest host ever!!! Would definitely book again
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Great house!

Kim (owner) and Gary (property manager) we’re very kind and helpful. The two houses were great since we had two couples and the pool was awesome! Would definitely stay here again.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Wonderful!

Really nice decor and location. Highly recommend to anyone that wants to have a piece of paradise at their fingertips.
Stayed 7 nights in Sep 2018
Archival

10/10 Excellent

Perfect location

Location was absolutely perfect and the house was amazing. Perfect for 2 couples. The pool and patio were wonderful and very private in spite of being so close to the neighbors. Will for sure return to this house!
Stayed 7 nights in Jul 2017
Verified review

10/10 Excellent

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

Perfect getaway

The property is beautiful. It was perfect for our family. Our two daughters had their own space in the cottage while we were able to congregate as a family around the pool or in the main house.
Stayed 7 nights in Dec 2019
Verified review

10/10 Excellent

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

Once in a lifetime trip

We had an incredible time! The private pool was outstanding. If you do not mind a short walk you are blocks away from Duval. We had on and off weather but access to our own private pool made the trip.
Stayed 7 nights in May 2022
Archival

10/10 Excellent

True Oasis!

The name perfectly describes this space, an OASIS. When coming back here from the busy Duvaul Street it is a welcoming pleasure to relax in the pool and unwind with soft sounds of the waterfall while enjoying the lush greenery. Will be staying here again!
Verified review

10/10 Excellent

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

A paradise like no other.

We love this house so much and appreciate all the help and support of Gary and owner Kim. The pool was wonderful as always. We are always transported when we get to stay at KWO. Thank you so much, we can’t wait to come back!
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

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

Perfect place for us

We loved the location. The property was gorgeous. Wonderful pool. Kitchen ideal. Great communication with Gary the whole time we were there. Kim checked in to make sure everything was great. And IT WAS!
Stayed 12 nights in Feb 2022
Archival

10/10 Excellent

Fantastic vacation home!

Everything about this vacation home is top shelf! We loved the beautiful décor, well appointed kitchen and comfortable bedrooms--we had everything we needed for a GREAT week in Key West. We loved the quiet street, yet within a 5 minute walk of a small grocery store, restaurants and liquor store. The patio and pool are absolutely stunning--on most days of our week we opted to stay in and enjoy drinks poolside vs. heading out to the fun that brought us to Key West in the first place! We enjoyed this home so much that we booked it for next year!
Archival

10/10 Excellent

An oasis in paradise!

Key West Oasis is truly that --- an oasis! The place was beautiful, peaceful and a wonderful place to get away. We were traveling with another couple, so the separate cottage was perfect. Everything was great from the beginning of planning our trip. Kim is wonderful to work with and Gary is absolutely a great host upon arrival. He was very helpful in informing us of nearby conveniences and recommending some great restaurants. Oasis made our stay extra special, and we will definitely be back!
Verified review

8/10 Good

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

Happy family get away

My husband and I joined our son (US Navy) and daughter-in-law for a workweek get away. Arrived on Monday afternoon and departed Saturday morning. Everything was cozy and comfortable. Cooking was easy and lots of room to rest, play cards, enjoy sips by the pool and just relax. Nice place to spend family time with each couple having their own private space. Would do again, but a different time of year.
Stayed 5 nights in Jul 2023
Archival

10/10 Excellent

Paradise Found

We recently returned from seven glorious days at the Key West Oasis. The property is beautiful and truly felt like our home away from home. The decorating touches are perfect and reflect the fun, carefree and colorful attitude that is Key West. We especially loved the pool and lanai areas, and the cottage in back with the outdoor shower. The kitchen is well-equipped beyond the essentials and the gas grill was put to good use. The Key West Oasis lives up to the pictures we saw online. We have already recommended the property to friends and we will return.