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Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard

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Live Like a Local & Experience True Key West Living!
Very private backyard area.
Pool
Pool
The KWO Kitchen was fully renovated in November 2019.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪13 min walk‬
  • South Beach
    ‪15 min walk‬
  • Southernmost Point
    ‪17 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Cottage King Bedroom

1 King Bed

Main House Bedroom

1 King Bed

2 bathrooms

Cottage Bathroom

Toilet · Shower only

Main House Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard

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.

Key West Oasis is a private two bedroom/two bath rental house ideally located in Charming Old Town, Key West, Florida, close to Duval street, great restaurants, bars and the beach.

This 1906 'cigar maker's cottage' has been newly renovated into a stylish Key West retreat. The house features an open floor plan with original Dade County pine walls and ceilings. The main house has hard wood flooring throughout and houses the master suite, a fully equipped gourmet kitchen and the living and dining area. Inside the house are all the comforts of home, with every room providing its own unique feel.

Three sets of French doors lead from the living and dining area onto your own private lanai and pool area. Bask in the sun and listen to the tranquil sounds of falling water, which is the backdrop of the heated pool. Tropical plants and flowers are abundant and offer complete privacy for guests. The back gardens and pool area were designed to create a calming effect, which pervades the mind, body and spirit.

The detached cottage offers a 2nd bedroom and bath with a private open-air shower – what better way to enjoy your morning shower than amidst flowering bougainvillea trees! The cottage also features 20 ft vaulted ceilings and two sets of French doors which open to the garden and pool area. Guests tell us they love having the detached cottage, as it offers couples traveling together much more privacy.

Key West Oasis is located in the historic Old Town district, close to restaurants, bars, Duval Street etc. To give you an idea of what is located around the house, check out the distance to the following:

The Bike Shop Rentals, Famous Sandy's Café, and Faustos Supermarket, 1 block
Shakti Yoga, Key West Cakes Bakery, The Local BUtcher & Market - 1.5 blocks
Liquor/beer store, 2 blocks
El Siboney Cuban Restaurant, 4 blocks
Key West Cemetery, 3 blocks
Duval Street, 8 blocks
Higgs Beach, 9 blocks
Key West Bight Marina, 10 blocks

Property manager

Kim Gilbert
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Adults only
NOT BEST FOR YOUNG CHILDREN - Read why below...
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Events

No events allowed
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Pets

No pets allowed
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Smoking

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

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
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

We should mention

A car is not required for transport to and from this property

About the area

Key West

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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 13 min walk - 1.1 km
  • South Beach - 15 min walk - 1.3 km
  • Ernest Hemingway Home and Museum - 16 min walk - 1.4 km
  • Southernmost Point - 17 min walk - 1.4 km
  • Mallory Square - 5 min drive - 2.6 km

Getting around

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

Restaurants

  • ‪Salute! On The Beach - ‬14 min walk
  • ‪Sandy's Cafe - ‬2 min walk
  • ‪El Siboney Restaurant - ‬4 min walk
  • ‪Dairy Queen - ‬4 min walk
  • ‪Thai Island Restaurant - ‬20 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.

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, Duval Street and Florida Keys Beaches. South Beach and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 130 out of 132 reviews
Rating 8 - Good. 2 out of 132 reviews
Rating 6 - Okay. 0 out of 132 reviews
Rating 4 - Poor. 0 out of 132 reviews
Rating 2 - Terrible. 0 out of 132 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Mary L.

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

10/10 Excellent

michael c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Dec 2024

10/10 Excellent

christine c.

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

10/10 Excellent

corinne

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

10/10 Excellent

Robin R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2024

10/10 Excellent

Lucy A.

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

Amazing

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

10/10 Excellent

Raymond S.

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

10/10 Excellent

Brian G.

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

10/10 Excellent

Joshua P.

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

8/10 Good

Debra J.

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

10/10 Excellent

Anthony G.

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

10/10 Excellent

Samantha D.

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

Love place, can't wait to go back

looking to go back
Stayed 7 nights in Nov 2022

10/10 Excellent

Nicole H.

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

Truly an oasis!

When planning our honeymoon we didn't want to stay at a hotel, so we looked on VRBO and found this rental and it was perfect!! It is in a very quiet location which we loved, but also very close to Duval! It's about a 5 minute or so Uber ride to Duval which was super convenient. We did walk there one of the days and it wasn't terrible, but can get very hot. We loved having our own private pool which is hidden away in the backyard with lots of plants and greenery. One down side was we did have to leave 2 days early due to hurricane Ian, however Kim did refund us for those missed days. If we go back we would absolutely stay here again! The perfect honeymoon spot and truly and oasis!
Stayed 7 nights in Sep 2022

10/10 Excellent

Beth A.

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

Absolutely PERFECT!!

It is most definitely an oasis. There were 4 us, 2 couples, and there was plenty of room. The main living quarters and the guest cottage are separated by the perfect pool. There are houses on both sides, but the beautiful landscaping in the pool area make you feel like you’re on a hidden island. Close enough to Duval to hang out there every night. The kitchen is very nice with newer appliances. I cannot say enough good things about this oasis. We hope to be back soon!!
Stayed 7 nights in Aug 2022

10/10 Excellent

Elizabeth B.

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

10/10 Excellent

Kathy H.

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

10/10 Excellent

Kristen B., Medford, NJ

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

Perfect Getaway

My boyfriend and I traveled to Key West week of June 11. Check in instructions were received prior to our departure and communication with Kim was great. Gary was also great and made himself available for anything we needed but did not interfere. The property was everything we needed and then some! Our plan was to cook during the trip but the property was located close to so many good places to eat we only cooked twice. We spent most of our time outdoors on the patio and in the pool as the backyard had total privacy and picturesque. This property offered one of the most relaxing vacations - we are already looking forward to booking there again soon.
Stayed 7 nights in Jun 2022

10/10 Excellent

Hannah H.

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

10/10 Excellent

Jenn E.

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

Amazing!

Loved this property. The team made it so easy from check in to departure. We had everything we needed for a wonderful Ley West vacation!
Stayed 7 nights in May 2022

10/10 Excellent

Nancy F.

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

10/10 Excellent

doug l.

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

Very nice house

Very pleasant
Stayed 7 nights in Jan 2022

10/10 Excellent

Bryan D.

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

Key West Oasis Lives Up to Its Name!

We just had a fantastic vacation and loved every minute of KWO! The private pool was heated and used every day. The separation of the guest suite was perfect... mom and dad got a private space away from kids! There's a store just a short walk away. Duval is a slightly longer walk away, but we enjoyed walking off the big meals. We will definitely be back! Thanks Kim....!
Stayed 8 nights in Dec 2021

10/10 Excellent

Misty A.

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

Slice of paradise

Amazing property, beautiful neighborhood, rent bikes and see the whole island (30 min walk to Mallory) or just stay here all day by your private pool! Great host!
Stayed 7 nights in Dec 2021

10/10 Excellent

Robert M., Bar Harbor

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

Beautiful Property with lots of Privacy

This Key West jewel is wonderful in all ways. The tropical landscape, heated pool, and total privacy make the perfect getaway. The house is well designed and equipped with everything anyone would want. The central location is close to stores and restaurants. Gary was great to deal with at check in. We will stay here again on our next trip to the Florida Keys.
Stayed 7 nights in Dec 2021

10/10 Excellent

Rachel K., Lubbock, USA

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

About the host

Hosted by Kim Gilbert

Host profile image
Our names are Kim and Ron Gilbert and we currently reside near Philadelphia, Pennsylvania. Ron is in the hospitality business and manages hotels and restaurants/bars throughout the US and I am in marketing and advertising business.

Why they chose this property

We purchased this home in December of 2012 and have renovated and completely redecorated it into a stylish Key West Retreat.

Key West Oasis is a licensed transient rental property.

What makes this property unique

The home has a separate detached cottage with 2nd bedroom and bath - perfect for couples traveling together, as it offers so much more privacy. The house also has an amazing pool with lush tropical gardens - very private!

Languages:

English

Premier Host

They consistently provide great experiences for their guests