See all properties
Entire home

Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid

Photo gallery for Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid

Private backyard with heated pool and outdoor shower
House is located on a quiet street close to Duval ( 188 steps)
Lighted front porch
Terrace/patio
Interior

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 41100 sq ft

Popular amenities

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

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Shower only · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid

Charming house in Old town near the cemetery and 3 blocks from Duval. Complete renovation with Central Air, full designer kitchen and heated pool. 2 Bedrooms (Queen and King) and 2 Full Baths.

House is only available to responsible parties.

Home comes with weekly maid service

Books very early with 100% returning guests.

We are looking for single winter rentals for January 1 to March 31. We have some flexibility be are looking for a single rental for the period.

We are only looking for responsible and respectful guests. You will love it.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Beautiful open courtyard and covered porch
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.8 out of 10, Exceptional, (15 reviews)
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

House Rules

Flexible check-in available (contact host in advance of arrival)
Minimum age to rent: 25
Flexible check-out available (contact host to arrange)
default

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Guests need to be quite and looking for a relaxing time. Absolutely no smoking in the house. Smoking in the house will result in deposit forfeiture
No pets

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 not indicated whether there is a smoke detector on the property

About the area

Key West

Located in Old Town Key West, a neighbourhood in Key West, this holiday home is near theme parks and near the beach. 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. The Kite House and Sails To Rails Museum at Flagler Station 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 hiking/biking trails and cycling nearby.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • South Beach - 9 min walk - 0.8 km
  • Key West Butterfly and Nature Conservatory - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 1.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬6 min walk
  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Old Town Tavern - ‬5 min walk
  • ‪Viva Argentinian Steakhouse - ‬5 min walk
  • ‪Aqua - ‬6 min walk

Frequently asked questions

Does Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid have a pool?

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

How much does it cost to stay at Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid?

As of 18 Mar 2026, prices found for a 1-night stay for 2 adults at Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid on 31 Dec 2026 start from £449, 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 Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid pet-friendly?

No, pets are not allowed at this property.

Where is Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Key West Cemetery and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

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. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Barbara B.

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

Awesome house

I highly recommend! Great house and location. Communication with the owner and property manager was outstanding. We really enjoyed our month long stay!
Stayed 28 nights in Feb 2025
Verified

10/10 Excellent

DONALD D.

Wow

Amazing We love key west ! Love this place
Stayed 91 nights in Mar 2018
Verified

10/10 Excellent

Susan K.

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

Fabulous stay in Paradise!

This home is close to Duval Street but is located in a very quiet neighborhood. It was furnished beautifully and included a well stocked kitchen with high end appliances. The pool was just the right size and just the right temperature. The deck is well furnished with comfortable furniture and a beautiful outside grille. Everything we needed for a wonderful stay in Key West.
Stayed 28 nights in Feb 2024
Archival

10/10 Excellent

Melissa B.

The best of the best in Key West!

The perfect home for 4 people in so many ways! 2 Blocks from all the action on Duval Street. A secluded backyard with a heated pool, outdoor eating area & a couple of loungers. Inside is a beautifully decorated abode with soaring ceilings everywhere so it feels bigger than the conch home is actually. Just right & well afforded with luxury linens, overhead fans in all the right places & air conditioning. All the amenities you would think you have to bring to a rental, you really do not! Everything is there at your disposal. It is so nice you take pride in keeping it that way! Donald, the owner Sombra, the manager & neighbor Eddy are all so helpful. Anything you are interested in, they have a recommendation. Bike rental from Eaton Cycles was one of the recommendations. Our bikes were dropped off & picked up at no charge. As you read all the reviews for this home, just know that it has tender loving care in every corner the place. We hope to be back in the future! Thanks again for an exceptional week. Melissa & Greg, (Andy & Margie).
Verified

10/10 Excellent

Marcee W.

Beautiful place!

We so enjoyed our stay here! The house was clean, cute and a great location. The back deck and pool was an enjoyable place to unwind or plan our day. The owner/management were very helpful and accommodating! Would love to come back!!
Stayed 3 nights in Mar 2019
Archival

10/10 Excellent

Kim M.

KEY WEST WONDER

We stayed at the house for the month of December and it was a wonderful experience. We have been visiting Key West for the past 20 yrs. and this house by far has been the best that we have every stayed at. It is immaculate, open and bright and close to everything Key West has to offer. The backyard is an oasis and we used the pool every day. Whether you are going for a short term stay or an extended holiday make this your first choice.
Archival

10/10 Excellent

Tim M.

TC

Everything about this property is fantastic. Immaculately kept, super comfortable and within walking distance of the entire island. Pool and back yard ideal for cooling off, barbecueing, hanging out around or doing nothing. Extraordinary!
Archival

10/10 Excellent

Angela C.

Amazing Oasis

What an amazing home, we have stayed in many houses in Key West over the years and this was our favorite! Perfect location, quiet but close to all. The back deck and the pool were over the top! The home was spotless and very welcoming. The owner and the manager were such a pleasure to work with, informative, gracious, and accommodating...we arrived one day early due to Hurricane Matthew and were very pleased to find this didn't pose any problem. Thank you for a terrific week, you all are at the top of our list and we will be back as soon as possible!
Archival

10/10 Excellent

Erin A.

PERFECT Getaway spot!

My girlfriends and I stayed at this beautiful home for a weekend getaway, and it was amazing to say the least! The house was clean, spacious, and accommodating. It can be difficult to find a location that comfortably fits 7 girls, but this place was a perfect match! The pool in the backyard was private and was perfect for relaxing and hanging out during the day and at night. One of my favorite things about this home was the location to the restaurants and bars. We were able to walk everywhere which made our stay that much better! I can't wait to go back and would recommend this location to anyone looking for a wonderful place to stay and relax in Key West!
Archival

10/10 Excellent

Christine R.

Perfect Key West Getaway

I stayed at this property during a long weekend getaway with friends, and was very impressed! The home was very clean and welcoming, with a layout and location that was ideal. Close in proximity to restaurants and attractions, but in a quiet, private area. The back patio and pool area was especially enjoyed during our stay - it was completely private and was the perfect area to lounge and relax while taking a dip, getting some sun, or enjoying an evening cocktail! The open concept kitchen area was also appreciated, as it was easy to socialize with others in the living room or patio area while preparing meals. I hope to go back!
Archival

10/10 Excellent

Doesn't Get Better than This Place!

Situated in the perfect location where you can walk to the craziness or walk to the beach or the marina or take a stroll through great residential neighborhoods. Great place to go with two couples and really experience the Key West life. The house layout was so open and welcoming, clean and had everything that you need. To me one of the other highlights is returning to the backyard pool after being at the beach or bike riding and taking a dip.
Archival

10/10 Excellent

Perfect Key West home

I can't say enough about this great Key West home! The house is great for anything from girls trips to family vacations. Extremely clean and comfortable with a great backyard and pool. Close to everything, easy to bike around town (no car necessary) and relax. Can't wait for my next stay!
Archival

10/10 Excellent

Kathy K.

Great space, great location

We (2 couples) had a great stay in this immaculate, well appointed, comfortable, private 2 bedroom, 2 bath home. The backyard pool was perfect for an afternoon dip, a nap, or for cocktails and a barbecue. The quiet neighborhood location was great for walking or an easy bike ride around town, close to great restaurants and Duval (main street.) Great place to unwind and feel the local vibe. Looking forward to another visit!
Archival

10/10 Excellent

niktbBhB3CUJwQQAqxb7FV41uUquiiYQoEdbptLymeD1QV6SXETKAf4hNZvr/u8h n.

Key West Gem

Had a great stay at this lovely Key West home. Everything you want- quiet street, close to restaurants and bars, Southernmost beach. Plenty of space, very private backyard with pool. Can't wait to go back.
Archival

10/10 Excellent

Colin G.

Stay here and feel like a local!

This is a true conch home that will give you a true conch experience. Live comfortably amonst the locals.The home itself has been modernized and decorated to be as comfortable and convenient as anyone would expect. It is spotlessly clean, well appointed and has a wonderful, private, backyard with pool. bbq and nice outdoor furnishings. A great place to lounge, enjoy a quiet cocktail and dine. The kitchen is completly equipped and the beds, beddings and linen are all high quality. As fabulous as this home is, you are on vacation to experience Key West and this location cannot be beat! Elizabeth Street is a couple blocks from Duval and the center of old town. From here, it is an easy walk to Mallory Square, the Historic Seaport, Bahama Village, the Southernmost Point and both ends of Duval (the wild north end or the sophisticated south end). My partner and I, and our friends, have stayed here 2 years running and are already booked for two more trips. I could not recommend a better place in Key West to stay. And, as the previous reviewer said, the owner and property manager are extremely easy to deal with and simply nice people.
Archival

10/10 Excellent

Paul B.

Great location, great house

This central location is excellent for touring anywhere in Key West, minutes to restaurants, happy hours and fine dining. This house is excellent the owner and property manager are both excellent to deal with. The house amenities are excellent along with the private backyard and pool area. Quite street neighbours are great. We have stayed here for two vacations and will keep coming back because we know what to expect, a great place to stay. This is a definite location to stay if vacationing in Key West.

About the host

Hosted by Donald Dye

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals