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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.
A modern kitchen with a central island, dining area with chairs, and a large wooden ceiling.
A private pool area with lounge chairs and a small Buddha statue.
A spacious living area with a wooden ceiling, a ceiling fan, a television, and artwork on the walls.
A modern kitchen with a central island, dining chairs, a sofa, and a coffee table in a living area.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪14 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪15 min walk‬
  • Place, South Beach
    ‪15 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Room options

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Total with taxes and fees
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About the neighborhood

Key West

A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Florida Keys Beaches and Duval Street. .This vacation home is 1.5 mi (2.4 km) from Mallory Square and 0.8 mi (1.4 km) from Southernmost Point.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Duval Street - 12 min walk - 0.7 miles
  • Clarence S. Higgs Memorial Beach Park - 14 min walk - 0.8 miles
  • Ernest Hemingway Home and Museum - 15 min walk - 0.8 miles
  • South Beach - 15 min walk - 0.8 miles
  • Southernmost Point - 17 min walk - 0.9 miles

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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!
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Fenced yard
  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • 4 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Whale watching nearby
  • Wildlife walks 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)
  • Fire extinguisher

General

  • Garden
  • Property does not allow children
  • Recycling
  • Some LED lighting used

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

Rules

Please note that KWO is NOT suitable for families with young children - the 2nd bedroom is in a separate detached cottage.

Pets

Pets not allowed

Children and extra beds

This property does not allow children
Note from host: NOT BEST FOR YOUNG CHILDREN - Read why below...

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

This property does not have elevators
A car is not required for transportation to and from this property

Property is also known as

Key West Oasis Home w Seperate Cottage Very & Back Yard House
Oasis Home House
Key West Oasis Home w Seperate Cottage Very & Back Yard
Oasis Home

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

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

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, 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, 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
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
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

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

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
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
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.
Verified review

10/10 Excellent

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

Perfect house!!

Stunning home in a quiet neighborhood that is within walking distance to most everything or just a short bike ride. The house is stocked with all necessities and more! The only issue with the house is it is too nice. We didn't want to leave. 🙂
Stayed 7 nights in Nov 2021
Archival

10/10 Excellent

Surpassed all expectations and is truly an "Oasis"

With nearly a year of planning, we had worked up high expectations for our Key West vacation. Stepping in the door, and being immediatly greeted by the local homeowner's representative; we knew that we were in paradise. The upscale, island decor both indoors and outdoors. The private spa like pool with all the amenities, led to days of relaxation. This has truly earned its cottage name, "Key West Oasis". Thank you for the great memories. We WILL be back!
Stayed 7 nights in Oct 2016

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