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

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

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, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

Explore the area

View map
Key West, FL
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪11 min walk‬
  • Place, South Beach
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 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
Garden
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

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
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

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.

How much does it cost to stay at Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard?

As of 4 April 2026, prices found for a 1-night stay for 2 adults at Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard on 19 June 2026 start from NZ$1,231, 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 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).

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. 133 out of 135 reviews
Rating 8 - Good. 2 out of 135 reviews
Rating 6 - Okay. 0 out of 135 reviews
Rating 4 - Poor. 0 out of 135 reviews
Rating 2 - Terrible. 0 out of 135 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

Verified

10/10 Excellent

Christine S.

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

10/10 Excellent

Pat K.

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

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
Verified

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
Verified

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
Response from VrboOwner on 17 January 2024
Thank you Lucy, so glad to hear that you enjoyed your time at KWO! If your travels lead you back to Key West, we would love to have you stay with us again! Wishing you a wonderful winter season! Kim
Verified

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
Verified

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
Verified

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
Response from VrboOwner on 8 August 2022
Hi Kathy, I am so glad that you all had a great time in Key West and at KWO! Thank you all for being such wonderful guests and for the great review! Wishing you a great rest of your summer! Kim
Verified

10/10 Excellent

Heather A.

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
Response from VrboOwner on 22 March 2020
Hi Heather: I am so glad that you both enjoyed your time in Key West and at KWO! Thank you for being such wonderful guests and for the great review! If your travels ever lead you back to Key West, please look us up, as we would love for you to stay with us again! Wishing you a great fall season! Kim
Archival

10/10 Excellent

Stephanie R.

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
Response from VrboOwner on 7 May 2020
Hi Stephanie: So glad that you all had a nice time in Key West and at KWO! If your travels ever lead you back our way, please look me up, I would love to have you all stay with us again! Thank you for being such wonderful guests and for the great review! Have a great rest of your summer! Kim
Verified

10/10 Excellent

joseph t.

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
Response from VrboOwner on 22 March 2020
Hi Joseph: It was a pleasure having you and your family as our guests! I am so glad that you all enjoyed your time in Key West at at KWO! Thank you for being such wonderful guests and for the great review! Wishing you a happy and healthy 2020! Kindest regards, Kim
Verified

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
Response from VrboOwner on 6 June 2022
Hi Hanna: I am so glad that you and your husband enjoyed your time in Key West and KWO! Thank you for being such wonderful guests and for the great review! Wishing you a wonderful summer season ahead!
Verified

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
Response from VrboOwner on 17 August 2022
Hi Liz, So glad that your 2nd time at KWO did not disappoint! Thank you for always being such amazing guests and for the wonderful review! Enjoy the rest of your summer! Kim
Archival

10/10 Excellent

Tony K.

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!
Response from VrboOwner on 22 March 2020
Hi Tony, so glad that you both enjoyed the house and your honeymoon in Key West! We would love to have you both back to stay with us again! Regards, Kim
Verified

10/10 Excellent

Matthew F.

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

Great place to stay in Key West!!!!!

This was a very nice house with everything you needed. Location was perfect - fat enough from the noise and tourist areas but close enough to walk wherever you wanted to go. Very clean and well-stocked. I would highly recommend KWO. I have been to Key West many times and this was by far the best stay.
Stayed 7 nights in Jan 2020
Response from VrboOwner on 22 March 2020
Hi Matthew: I am so glad that you enjoyed your time at KWO! Always love when our guests enjoy the house as much as we do! Thank you for the wonderful review and for being such great guests! Have a great rest of your week! Kim
Verified

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
Response from VrboOwner on 28 February 2022
Hi Nancy, I am so glad that you enjoyed your time at KWO and Key West! Thank you for being such wonderful guests and for the great review. If your travels ever lead you back our way, we would love to have you stay with us again. Kindest regards, Kim
Archival

10/10 Excellent

Jose K.

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!
Response from VrboOwner on 30 April 2020
Hi Jose, I am so glad that you both had a good time in Key West and that the house lived up to your expectations. Thanks again for being such great guests! Anytime your travels lead you back to Key West, we would love to have you back! All the best, Kim
Verified

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
Response from VrboOwner on 17 December 2024
Hi Christine, I am so glad that you enjoyed your stay at KWO! I love when guests enjoy the home, as much as we do. Thank you for being wonderful guests and for the great review! Wishing you and your family a wonderful holiday season! Kim
Archival

10/10 Excellent

Jerry p.

Paradise Found!

KWO is truly paradise. The house is amazing. The pool is to die for. Kim was wonderful to work with. The house is convenient for the grocery store and the all important Old Town liquor store. Just a short walk to all the major parts of town. We loved staying here and we will be back. Thank you Kim for sharing your amazing house.
Stayed 8 nights in Nov 2017
Response from VrboOwner on 22 March 2020
Hi Jerry: So glad that you and Jen both enjoyed your time in Key West and KWO! You were a joy to work with! Thank you for being such wonderful guests and for the great review! Wishing you a fantastic holiday season ahead! Kindest regards, Kim
Archival

10/10 Excellent

Lynn L.

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!
Response from VrboOwner on 22 March 2020
Hi Lynn: Thank you so much for the wonderful review - It is so nice to hear you all had a great time at the house and in Key West. If your travels ever lead you back to Key West, we would love to have you stay with us again. All the best! Kim
Verified

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
Response from VrboOwner on 13 August 2023
Hi Joshua, I am so glad that you enjoyed the home as much as we do! Thank you for being such wonderful guests and for the great review! Wishing you both a great of your summer!! Kim
Verified

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
Response from VrboOwner on 13 August 2023
Hi Debra, I am so glad that you enjoyed your time at KWO and found it like your Home Away from Home! And, yes, I agree, if you have never been to the Keys in July/August, it is very hot and humid and can be difficult to adjust to when you are not used to it. Thanks again Debra, wishing you a great rest of your summer! Kim
Verified

10/10 Excellent

Alan S.

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

Wonderful

What a great home to stay in while you’re enjoying Key West. Looks just like the pictures you see on the website. Very clean, very charming. Great kitchen, we cooked dinner every night there. Neat quiet neighborhood if you enjoy sleeping at night lol! Still close to town. My favorite bar, Don’s dive bar right around the corner. Please don’t hesitate to book this property. You won’t be disappointed!
Stayed 7 nights in Jan 2021
Response from VrboOwner on 1 February 2021
Hi Debbie and Alan: So glad that you both enjoyed your time in Key West and at KWO! It was a pleasure having you as our guests! If your travels ever lead you back our way, please look me up, we would love to have you stay with us again! Wishing you both a happy and healthy 2021! Kim
Archival

10/10 Excellent

Karen L.

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.
Response from VrboOwner on 22 March 2020
Hi Karen: I am so glad that you all had a nice time in Key West and finally got a break from the cold Wisconsin weather! Thank you for being such wonderful guests! All the best, Kim
Verified

10/10 Excellent

Rachel K.

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
Response from VrboOwner on 9 December 2021
Hi Rachel, Such a pleasure having you both as our guests! I am so glad that you enjoyed your time in Key West and at KWO! Thank you for the wonderful review - wishing you a great holiday season ahead! Kim

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

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