Windsor Townhomes #4

3 Bedrooms 3.5 Bathrooms Sleeps 6 Key West 1541 sq. ft. Pet Friendly

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

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

Welcome to Windsor Townhomes #4, your perfect retreat in the heart of Key West. This charming three-bedroom, four-bathroom townhome is designed for comfort and convenience, accommodating up to six guests with ease. The main level features a spacious living area with a fully equipped kitchen, perfect for preparing meals after a day of exploring. The dining area comfortably seats everyone, and the living room is ideal for relaxing with a book or watching your favorite show on the Smart TV.

Ascend to the second floor where you'll find the serene main bedroom, boasting a king-sized bed and an en-suite bathroom for your private moments. Two additional bedrooms offer queen and twin beds, each with their own en-suite bathrooms, ensuring everyone has a space to unwind. A convenient half-bathroom is also available on the first floor.

Windsor Townhomes #4 is pet-friendly, welcoming up to two furry friends to join your adventure. The property also offers amenities such as wireless internet, air conditioning, and a private patio with a grill, perfect for enjoying the Florida sunsets.

Explore the vibrant local scene with attractions like the Key West Butterfly & Nature Conservatory, Mallory Square for the famous sunset celebration, and the historic Key West Lighthouse and Keeper's Quarters. For dining, indulge in the fresh seafood at Louie's Backyard or experience the lively atmosphere at Sloppy Joe's Bar.

Book your stay at Windsor Townhomes #4 and create unforgettable memories in Key West. Your tropical paradise awaits!

Kitchen

  • Stove
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dishes & utensils for kids
  • Kitchen Island
  • Dining table
  • Coffee Maker - Kcup and Drip
  • Blender

Location

  • Historic District
  • Village

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Shampoo
  • Wireless Internet
  • Free wifi
  • Body Wash
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Lock on Bedroom Door
  • Private Entrance
  • Private Living Room
  • Washer
  • Desk

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Family

  • Babysitter Recommendations
  • Bathtub

Outdoor

  • BBQ Area
  • Garden or Backyard
  • Patio or Balcony
  • Balcony
  • Deck Patio Uncovered
  • Grill
  • Fenced Yard

Car

  • Not Necessary

Entertainment

  • Satellite or Cable
  • Television
  • Smart TV

Facility

  • Free Parking
  • Pool

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
February 14, 2025 - Track Survey

Great Customer Service

by Lee M

Our townhouse was great but I was most pleased with the great customer service. Your staff was always kind and helpful!! Thank you for a wonderful experience.

February 3, 2025 - Track Survey

Property was great

by Thomas F

The staff was very responsive and the property was great.

June 10, 2024 - Track Survey

Wonderful property

by Benjamin H

Overall an excellent stay at a wonderful property

June 1, 2021 - Website

Windsor paradise

by Vicki R.
Loved it--- beautiful, well decorated and clean town home. Wished we could have stayed longer, but we will be back.
May 1, 2021 - Website

Fabulous Location, Even Better House!

by Paige S.
Great location and wonderful home offering ample space and each room having its own bathroom. Kitchen and grill area very functional. CLEAN!
April 1, 2021 - Website

Great stay at Windsor #4

by Joyce C.
Six adults stayed in the Windsor #4 rental. The house was beautiful. Very clean and decorated very nice. We were all very comfortable. We also enjoyed the pool every evening. Would stay there again. The location was great we could walk everywhere.
April 1, 2019 - Website

A great place in paradise

by David P.
A beautiful rental with everything you could possibly need. The pool was small but quite adequate with a lovely surrounding area .The location was perfect not far from the entertainment in Key West but in a quiet street. There was everything you needed in the bathrooms, three spacious bedrooms and a large kitchen and living area. A delightful house.
April 1, 2018 - Website

Awesome Vacation

by Libby H.
The ladies in the Office were so helpful...we arrived at the Office a few moments before our Unit was ready. They held our luggage while we went to eat. When we got to our Unit our luggage was there!!!
March 1, 2018 - Website

Townhomes on Windsor #4

by Recent Guest
Everything was fantastic. Very nice home and very comfortable. Pool was cold, but that may have been my fault and not noticed a heating option. Rent this location!
February 1, 2018 - Website

Great Property & Location

by Recent Guest
Windsor Townhouse #4 was a fabulous property. It was clean, well furnished and in an awesome location. We were able to walk any and everywhere we wanted to go!!! The pool was a nice addition on those days we just wanted to chill and relax. I would definitely stay there again, were I to return the Key West
March 1, 2016 - Website

Windsor Townhomes #4

by Robyn T.
Wonderful experience for the whole group!
July 1, 2015 - Website

Wonderful Family Vacation!

by Chandra T.
Our stay in Key West was all that we imagined! The property was beautiful. Off street parking was a plus! It was fabulous to have the pool in the afternoon to cool off and relax. We will definitely be back - wouldn't stay anywhere else!
March 1, 2015 - Website

Love Key West...

by Recent Guest
We couldn't have asked for better weather and a great location. We did have some plumbing problems that interrupted our vacation several days. However, the property manager responded quickly. The condo also could use more kitchen supplies. Pot holders, serving bowls, platters, etc...
February 1, 2015 - Website

Great House to enjoy the Beauty of Key West

by Pam R.
The house was well furnished, down to the linens and kitchen supplies. We had cruised the week before and this was a great compliment to our trip.
November 1, 2014 - Website

Windor # 4 is amazing

by Brenda L.
couldn't be better we all loved it!
August 1, 2013 - Website

Great Week

by Recent Guest
Windsor #4 was a great house and easily accommodates 3 couples.
March 1, 2013 - Website

Great place

by Larry S.
i highly recommend
December 1, 2012 - Website

Fabulous Condo with great location

by Recent Guest
We had a wonderful time! The condo was in very good shape and walking distance to just about everything in the Old Town.
Available
Unavailable
Check-In Only
Check-Out Only


February 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12
$1012
13
$1475
14
$1476
15
$1229
16
$1423
17 18 19 20 21
22 23
$1270
24
$1265
25
$1256
26
$1261
27
$1507
28
$1253
29
$1054
30 31        
April 2026
S M T W T F S
      01 02 03 04
05 06
$979
07
$901
08 09 10 11
12 13 14 15 16 17 18
19
$883
20
$773
21
$751
22
$817
23
$957
24
$1124
25
26 27 28
$782
29
$774
30
$1103
   
May 2026
S M T W T F S
          01 02
03 04
$778
05
$755
06
$787
07 08 09
10 11 12 13
$952
14
$996
15
$1081
16
$1123
17
$825
18
$721
19 20 21 22
$996
23
$1001
24
$1008
25
$943
26
$920
27
$769
28
$922
29
$986
30
$991
31
$799
           
June 2026
S M T W T F S
  01
$701
02 03 04 05 06
07 08 09 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
September 2026
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
October 2026
S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
November 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
December 2026
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
03 04 05 06 07 08 09
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24
$1207
25
$1015
26
$994
27
$1100
28
$1333
29
$1747
30
$1760
31
$1245
           
February 2027
S M T W T F S
  01
$1048
02
$1020
03
$1252
04
$1442
05
$1641
06
$1711
07
$1433
08
$1318
09
$1289
10
$1395
11
$1823
12
$1892
13
$1873
14
$2045
15
$2052
16
$2045
17
$2045
18
$2028
19
$1981
20
$2017
21
$2012
22
$2014
23
$2011
24
$2009
25
$2009
26
$2014
27
$1592
28
$1352
           

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print