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Relax in Style at Windsor Townhomes #4

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Windsor Townhome #4
Walkway to #4
Front Entry Foyer
Stairway
Full kitchen with breakfast bar

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3+ bathroomsSleeps 61541 sq ft

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Main Bedroom

1 King Bed

3 bathrooms, 1 half bathroom

Bath 2 Ensuite

Bath 3 Ensuite

Bath 4 Half

Main Bath Ensuite

Spaces

Deck or patio
Kitchen
Balcony
Garden

About this property

Relax in Style at Windsor Townhomes #4

Elegance and modern sophistication are apparent as you enter any one of these six conveniently located townhomes in a quiet Old Town Key West neighborhood just three blocks from Duval Street.

Windsor Townhomes #5 boast over 1700 sq ft. on two levels for your vacation destination, with it’s own private garden with heated pool. The open living/dining area features comfortable sofas and chairs, and a dining table to seat six. Just off the living room is your complete and fully-equipped modern kitchen with top-of-the-line appliances and a center island/bar. The half-bath is situated in the hall between the foyer and kitchen. Sliding doors open from the living area to a deck and the pool edged by variety of tropical plants. An inviting deck surrounding the pool provides atmosphere for peaceful conversation and relaxation after a day of sightseeing. One bedroom is on the first level with a queen bed and en-suite bath with shower only. The second level of the house offers two bedroom suites with en-suite bathrooms. The bedrooms are expertly decorated to offer luxury without being overbearing. Spacious and plush, the main suite has an elegant king bed and a grand tiled bath with his-and-hers sink and large shower. The second bedroom has two twin beds with luxurious linens and an en-suite bathroom with tub.

The villas are equipped with central air-conditioning system, flat-screen TVs, security system, and fully-equipped kitchen. These elegant villas are a destination for those expecting a special and exclusive holiday with the warm atmosphere of your own home! Located across the street from the Basilica of St. Mary Star of the Sea, it is the perfect spot for destination wedding parties.

Bedding: 1 king, 1 queen, 2 twins
Parking: One off-street parking space
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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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 not indicated whether there is a smoke detector on the property
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

About the neighborhood

Key West

Located in Key West, this vacation home is in the city center. 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 kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
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Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 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 Intl. Airport (EYW) - 11 min drive

Restaurants

  • ‪Dions Truman & White - ‬8 min walk
  • ‪Ocean Grill & Bar - ‬7 min walk
  • ‪Viva Argentinian Steakhouse - ‬7 min walk
  • ‪Better Than Sex - ‬5 min walk
  • ‪Sushi Song - ‬6 min walk

Frequently asked questions

Does Relax in Style at Windsor Townhomes #4 have a pool?

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

How much does it cost to stay at Relax in Style at Windsor Townhomes #4?

As of Apr 12, 2026, prices found for a 1-night stay for 2 adults at Relax in Style at Windsor Townhomes #4 on Apr 21, 2026 start from $1,102, 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 Relax in Style at Windsor Townhomes #4 pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Relax in Style at Windsor Townhomes #4?

Check-in begins at 3:00 PM.

What time is check-out at Relax in Style at Windsor Townhomes #4?

Check-out is at 10:00 AM.

Where is Relax in Style at Windsor Townhomes #4 located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Key West Cemetery, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 52 out of 60 reviews
Rating 8 - Good. 7 out of 60 reviews
Rating 6 - Okay. 1 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Julie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good location. Clean and had everything we needed for a great vacation.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Tadd B.

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

Quick Trip Great Stay

We had a fantastic time at this property
Stayed 4 nights in Jan 2020
Verified

10/10 Excellent

Angela S.

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

Nice location in Key West!

Great place, beautiful backyard and close to shopping, food and drinks.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Paul K.

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

Great place to stay. Close to everything.

I've been to Key West seven times. This was the best place that I have stayed at in multiple trips to the aera.
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Joseph L.

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

Loved This Place

Have spent a lot of time in Key West. This is my favorite place that I’ve ever stayed. Highly recommend.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Lee M.

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

Excellent stay in Paradise!!

Our Windsor Townhouse was the perfect place to stay. Located in the old part of Key West, we could easily walk to our destinations. The townhouse was clean, very comfortable and plenty of room for all 6 residents. I feel sure we will want to secure this townhouse for future Key West stays.
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Erin S.

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

Great location!

This house was absolutely perfect. It was just the right size, very clean and the perfect location.
Stayed 4 nights in May 2021
Verified

10/10 Excellent

Michael L.

Liked: Cleanliness, communication, location, listing accuracy

Great stay - very clean

Very clean house in good location. Check out was very easy. Very comfortable stay.
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Debbie P.

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

Perfect townhouse

Our group of five stayed here for three days and we absolutely loved it. The townhouse as lovely as everything we needed and we really enjoyed the heated pool.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Verified traveler

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

Great House with a Pool

We had a great time and fit the needs of our group of 5 guys for a long weekend
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Alina K.

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

Beautiful and Relaxing Stay

We had a wonderful stay at this supremely peaceful, clean, and lovely house. The little dipping pool in the back was a welcome respite at the end of each day, the kitchen was pretty well stocked, and the rooms and showers were very comfortable. We can’t wait to come back again!
Stayed 4 nights in Dec 2021
Verified

10/10 Excellent

D V.

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

Home again

A wonderful, quiet location with off street parking and close to everything.
Stayed 4 nights in Dec 2019
Verified

10/10 Excellent

Kelly B.

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

Perfect location, great for 3 couples and really loved the private pool.

We spent Mardi Gras 2021 with three couples. The condo was the perfect set up for us to relax and enjoy our Key West vacation. Would highly recommend this property!
Stayed 4 nights in Feb 2021
Verified

10/10 Excellent

Clinton B.

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

Perfect spot for the bride and groom.

After much searching we found the perfect spot for our wedding party. Very comfortable and inviting!
Stayed 4 nights in Apr 2022
Verified

10/10 Excellent

Jeff L.

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

Perfect

The property, location and service were all perfect I would definitely stay at this property again and I recommend it very highly
Stayed 5 nights in Feb 2022
Verified

10/10 Excellent

Caroline W.

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

Would stay again.

Charming old town location. Quiet, clean, and spacious with a very nice kitchen! Really enjoyed the heated plunge pool. Convenient parking spot with charger for electric vehicle.
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

Anita L.

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

Nice / comfortable / close to all

Three couples in our group This was a very nice condo & all bedrooms had en-suite baths property management had great communication & were very accomadating
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Robert W.

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

Beautiful townhouse

Everything was great. The townhouse was just as described and the location was good for going to the historic part of Key West
Stayed 4 nights in Jul 2021
Verified

10/10 Excellent

Betty C.

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

Time to de-stress!

Key West was the perfect escape from busy lives. The property was perfect for us.
Stayed 3 nights in Mar 2022
Verified

10/10 Excellent

D.J. W.

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

Thanks

Place was perfect.
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Stephen L.

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

Loved this place.

Very modern,clean. and spacious. Met all of our needs. Loved the dipping pool.
Stayed 2 nights in Jun 2023
Verified

8/10 Good

Keenan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay and would happily return! The location was perfect — just a short walk to Duval Street — and check-in and check-out were both smooth. Communication with the property manager was easy and prompt.The home was clean, comfortable, and a relaxing base for our trip. There were a few small things we noticed during our stay: some leaves in the pool (likely due to recent weather), a bit of early morning noise from nearby construction, and occasional confusion around parking. None of these took away from the overall experience.We had a wonderful time and would recommend this property to others looking to enjoy Key West.
Stayed 4 nights in Jul 2025
Verified

8/10 Good

George B.

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

Very enjoyable

We all enjoyed our stay. The property was beautiful and exactly what we were looking for. We loved the number of beds and baths. The pool area was nice and relaxing. However, the pool did need cleaned but did not take away from our experience. Would definitely stay there again.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Michael H.

Liked: Check-in, communication, location, listing accuracy

Great spot, nice place

Only complaint is that there was a lot of dark hair in the bed sheets. Otherwise the place had everything we needed and more. Great location and very nice place. The pool is small but we actually loved the pool and patio.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Sonya W.

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

Key West Trip

It was everything we hope for. Thank you
Stayed 3 nights in Mar 2024

About the host

Hosted by Rent Key West Vacations

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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