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Modern Elegance at Windsor Townhomes #5

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Windsor Townhome #5
Windsor Townhome #5
Front Entry Foyer
Stairway
Living room

Reviews

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

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Southernmost Point
    ‪12 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 Single 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

Modern Elegance at Windsor Townhomes #5

These beautiful villas 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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

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

About the area

Key West

Located in Key West, this holiday home is in the city centre. 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 cycling nearby.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • South Beach - 11 min walk - 1.0 km
  • Key West Butterfly and Nature Conservatory - 11 min walk - 1.0 km
  • Southernmost Point - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 11 min drive

Restaurants

  • ‪Dions Truman & White - ‬7 min walk
  • ‪Sandy's Café - ‬8 min walk
  • ‪El Siboney Restaurant - ‬7 min walk
  • ‪Viva Argentinian Steakhouse - ‬7 min walk
  • ‪Ocean Grill & Bar - ‬9 min walk

Frequently asked questions

Does Modern Elegance at Windsor Townhomes #5 have a pool?

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

How much does it cost to stay at Modern Elegance at Windsor Townhomes #5?

As of 18 Mar 2026, prices found for a 1-night stay for 2 adults at Modern Elegance at Windsor Townhomes #5 on 14 Apr 2026 start from £830, 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 Modern Elegance at Windsor Townhomes #5 pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Modern Elegance at Windsor Townhomes #5?

On-site parking is available at the property.

What time is check-in at Modern Elegance at Windsor Townhomes #5?

Check-in begins at 3:00 PM.

What time is check-out at Modern Elegance at Windsor Townhomes #5?

Checkout is at 10:00 AM.

Where is Modern Elegance at Windsor Townhomes #5 located?

Located in Old Town Key West, this holiday 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

9.6

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. 44 out of 56 reviews
Rating 8 - Good. 10 out of 56 reviews
Rating 6 - Okay. 2 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

8/10 Good

Bill R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Roomy and nice rental.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Laurie S.

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

Great weekend getaway

We came to Key West with 3 college aged boys and had a blast. The townhome was beautiful, spacious, and well located. It had its own parking lot, so parking wasn’t an issue and in Key West, that can be the case. We were very comfortable and had a great visit. We would rent from them again.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Debbie M.

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

Amazing house in Old Town!!

Great property good location.
Stayed 6 nights in Oct 2021
Verified

10/10 Excellent

Carlene M.

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

Great vacation property

We loved the location of this property (walking distance to restaurants & shops on Duval). The property was nice & private. We also loved having our own private pool. Great for a family vacation.
Stayed 4 nights in Feb 2020
Verified

10/10 Excellent

Storm R.

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

Great vacation

From check-in to checkout, very smooth process. Property was exactly as explained and pictures online were accurate. Will stay again.
Stayed 4 nights in Jul 2020
Verified

10/10 Excellent

Ryan S.

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

Perfect Getaway

We stayed with a group of friends. It was so close to everything we wanted to do! The house was great, and the pool made cooling off in the evenings perfect!
Stayed 3 nights in Jul 2021
Verified

10/10 Excellent

Katie B.

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

Perfect Getaway Home

Beautiful, clean 3-bedroom house. Easy process of checking in and out. Enjoyed the space and outdoor area with the company we traveled with. Would highly recommend this home & location.
Stayed 3 nights in Jul 2021
Verified

10/10 Excellent

Sherry M.

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

Beautiful house located close to Duval Street

We loved our visit to Key West with the family. Quiet and clean place. No complaints
Stayed 4 nights in Dec 2021
Verified

10/10 Excellent

Gregory B.

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

Had a great time

Had a great time The property is as wonderful as advertised and its just enough off the beaten path to be quiet yeah only about 3/4 of a mile from the hotspots definitely walking distance. Well stay again
Stayed 5 nights in Jul 2021
Verified

10/10 Excellent

Jennifer S.

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

Great visit!

We stayed here for three nights in March. The property was exactly as described and allowed our family options to be together and also options to have some privacy. Nice that the parking spots had electricity for Golf Cart charging. It was a very nice place to rest our heads during our time in Key West.
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

John M.

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

Great Location To Everything!

We have visited Key West many times - this is the first time we have stayed in a VRBO - we will be back! It was a great space for everyone to relax. The bedrooms with multiple bathrooms were great to have. It is in location to walk to both ends of the island and take in the full experience! Very clean and very comfortable.
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Bridget U.

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

Beautiful Home!

The Windsor townhomes are so beautiful! They are modern and have everything you need, including lots of space for all guests. The location is a about a 10-15 minute walk to Duval. Highly recommend!
Stayed 4 nights in Nov 2020
Verified

10/10 Excellent

Chris W.

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

Top Drawer Accommodations

Beautiful place perfect for 6 adults. Parking off Johnson Lane was bit hard to find but once there easy to get to. Only knock was no propane tank for grill. Would stay there again.
Stayed 2 nights in Jul 2021
Verified

10/10 Excellent

Karen F.

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

Beautiful private hideaway in Key West

From the wonderfully easy late check in (we ran into unexpected traffic on the drive down) to checkout, everything about this beautiful condo, tucked away with its own private pool, was amazing! The property manager was easy to reach and very responsive. The condo was everything described and more, a perfect place and location to spend our time in Key West. I definitely recommend and hope to book this property again for our next visit!
Stayed 4 nights in Feb 2022
Verified

10/10 Excellent

Caitlin S.

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

Girls trip

We had a great stay here. Plenty of room for the 4 of us. We did not utilize the pool as it was a little chilly and the weather was in the 70’s, but overall we really enjoyed our time there. The staff was very nice and accommodating with holding our bags for a bit between check out and when we left. We really appreciated it!
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Susan W.

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

Nice!

I traveled with a group of 4 other women and this fit all our needs. Pleased with the location but rented golf cart for easier and faster way of getting around. The pool definitely needs some work but everything else was clean and working. I would recommend and stay at this location again.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Jill F.

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

Mini-Paradise!

This was exactly what we were hoping for... space for everyone, room to breathe, someplace to gather, and a little bit of an outdoor paradise in the middle!!! It was perfect! House was clean and well kept and there were enough dishes, etc for daily needs. Centrally located and a short walk to Duval St was nice... having a parking spot helped as well! 100% would stay here again and would recommend to others!!!
Stayed 5 nights in Apr 2021
Verified

10/10 Excellent

Richard and Tracey R.

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

Home away from home getaway

Very nice property, perfect for family of 6. Allowed us to cook some meals from home and has small pool outback which was very private. Would definitely return in future. Only problem was one car space allotted but had a second car that needed to be parked offsite.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Tricia B.

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

Quick Key West getaway

This property was perfect! It was absolutely beautiful, clean and a great location. It looks exactly like it does in the photos. All household items were provided. The outdoor area and pool were very nice and private, great for morning coffee or evening cocktails. It is about .8 miles from Duval. The rental process and check in could not have been easier. I highly recommend this property and feel confident recommending any property from Hideaway.
Stayed 2 nights in Jun 2023
Verified

8/10 Good

giovanni s.

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

Key West graduate

The place is very pretty and tucked in a private little spot. The only disappointment was the cleanliness. Whoever is cleaning the unit is not very thorough. Floors were very dirty and dust build up in many places. Aside from that the overall place is a great rental .
Stayed 4 nights in Jan 2024
Verified

8/10 Good

Darla K.

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

A little bit of everything

The property itself was beautiful and the location was perfect. Just a few issues that we had which took my overall rating down from 5 stars to 4 stars. We were all pretty shocked to see just how small the pool really was. Enough to get wet but...and some of the foliage around the pool area could be cut back. There were also several maintenance issues we realized after our first night: dryer was not working, downstairs bed frame was broken and mattress was upside down, ceiling fan in upstairs master was broken and noisy, light burnt out in kitchen, and shower head in downstairs bedroom barely worked and shot water everywhere but down. All that being said we called morning of day 2 and we got a new dryer and ceiling fan however all other issue were left unresolved.
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Eric Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location. Lots of privacy. Far enough from the bustling Duval. Close enough to all hotspots. Will definitely come back again.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Tracy L.

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

60th bday get away

Three adult couples, the townhouse was perfect for our group. Loved the location and the private pool. The house was clean, all linens including pool towels included which was great. Appreciated the laundry room since we were traveling for a week. The only change we'd recommend to the oweners is new mattresses, they were a bit hard and lumpy. But our stay was terrific. Management company was very responsive when the propoane on the grill ran out. Great vacation!!! Thank you!!!
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Lauren R.

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

A wonderful place to stay in Key West!

We couldn’t have asked for more when it came to the property we stayed in! Would recommend 10/10!
Stayed 3 nights in Dec 2023
Verified

8/10 Good

Nicky S.

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

Good stay

Overall the home was very good to stay in. Very close to everything we wanted to do. Only issue we had were the beds were a little to old and squeaky
Stayed 5 nights in Sep 2023

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