Windsor Townhomes #5

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

Discover your perfect Key West retreat at Windsor Townhomes #5. This charming 3-bedroom, 3-full-bath, 1-half-bath home offers a cozy, pet-friendly haven for up to 6 guests. Enjoy modern amenities, a private pool, and easy access to marinas, beaches, and h

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

Welcome to Windsor Townhomes #5, your perfect retreat in the heart of Key West. This charming three-bedroom, three-and-a-half-bathroom townhome offers a blend of comfort and elegance, perfect for families or groups of friends. The main floor features a spacious living area with a fully equipped kitchen, ideal for preparing meals and enjoying time together. The master bedroom boasts a king-size bed and an en-suite bathroom, while the second and third bedrooms offer queen and twin beds, respectively, each with their own en-suite bathrooms. The half-bathroom on the main floor adds convenience for guests.

The townhome is designed to provide a relaxing and enjoyable stay, complete with modern amenities such as wireless internet, cable TV, and a private patio with a BBQ area. Enjoy the convenience of a fully stocked kitchen, complete with a stove, refrigerator, and all necessary cooking utensils. The outdoor space is perfect for unwinding after a day of exploring the vibrant local scene.

Key West offers a plethora of attractions and activities. Start your day with a visit to the Key West Butterfly & Nature Conservatory, followed by a stroll through the Key West Historic Seaport. Don't miss the Sunset Celebration at Mallory Square, where you can enjoy live music and stunning sunset views. For dining, The Melting Pot is a must-visit for a unique fondue experience.

Whether you're looking to relax or explore, Windsor Townhomes #5 provides a comfortable and convenient base. Book your stay today and experience the charm of Key West from this delightful townhome.

Kitchen

  • Stove
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dining table
  • Coffee Maker - Kcup
  • 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
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Private Entrance
  • Private Living Room
  • Shampoo
  • Washer
  • Body Wash

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

Outdoor

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

Car

  • Not Necessary

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
October 15, 2025 - Track Survey

by Brad F

Great place and location

May 21, 2025 - Track Survey

by Laurie S

We had a great time. It was exactly like the photos. Location was good. Parking lot was a huge plus

January 4, 2025 - Track Survey

Highly recommended

by Stephen G

Had a great time everything was great.highly recommended

December 28, 2024 - Airbnb

Pool was the best!

by Peter B

We loved walking to attractions from the home. But the best part for us was soaking in the hot pool after a long day of walking.

May 30, 2024 - Airbnb

Amazing location

by Logan

Amazing location, and comfortable for a family trip. We loved our time at appreciated the quick response of management! Thank you, will definitely be back!

June 1, 2022 - Website

Keywest

by Recent Guest
The rental was amazing! The location was close but during pick up and drop off uber had a hard time finding where we were located. Other then that Jann was very helpful through out the entire process and the house was perfect for what we needed. Manager's ResponseThank you for your review of unit 5 at Windsor Town Homes. We are happy that you found the unit amazing and perfect for what you needed. We look forward to welcoming you back soon!
Thank you for your review of unit 5 at Windsor Town Homes. We are happy that you found the unit amazing and perfect for what you needed. We look forward to welcoming you back soon!
October 1, 2021 - Website

50th Birthday Celebration

by Recent Guest
Celebrated a 50th birthday and the home met every need for our group. It is beautifully decorated, spacious and had all the amenities we needed. It is walking distance to Duval Street, Southernmost point and beaches. All in all it is a perfect home to vacation in!
June 1, 2021 - Website

Key West Townhomes of Windsor #5

by Coleen B.
Townhome Windsor #5- Pros- very clean, well maintained & equipped home. The location was excellent, close to most attractions. Parking was adequate for one car/SUV. Beautifully decorated & very spacious for 2 families. Pool is small, but nicely refreshing in the shaded yard. Cons- first level queen bedroom mattress should be replaced (V shaped, you fall into the middle when you lay down). Both upstairs twin beds are on wheels, so when you turn over in bed, the beds roll across the floor. Both beds should be replaced, very unstable. Front door key needed to be manipulated to work- needs work. The neighboring home (On Windsor -911 #2) had very loud young rentors that partied very loudly outside with foul language until 4am each night. Was not appreciated, esp in this higher rent home. Should contact that Realty Company and establish better consistent, agreeable contracts for all rentors within the townhome community. Overall, a very beautiful home with a just a few issues that can easily be remedied.
February 1, 2019 - Website

Great stay.

by Recent Guest
3 couples on vacation, house was perfect.
December 1, 2017 - Website

GREAT FAMILY TRIP

by Recent Guest
We had a great time.The property was very nice, very clean. The heated pool was great, since we came when it was cold and windy. The kids swam everyday and evening. Off street parking was a plus. Definitely planning on staying here again.
December 1, 2017 - Website

Great location and quiet retreat

by Ronald S.
This is a beautiful townhouse with close proximity to all that old town key west and Duval street has to offer. We biked everywhere and loved the close proximity to Ft Zachary Beach, downtown and other attractions, yet secluded and private hideaway. The decor is beautiful. The only negative would be the uncomfortable mattresses in this unit.
April 1, 2016 - Website

Town homes on Windsor #5

by Davy & Sandra C.
We had a fabulous week! This town home a great! Upon our arrival, everything was spotless and it looked like a model home. Having our on rivaled pool was a bonus. There is a lot of vegetation and privacy. We will definitely rent this unit again! It is decorated beautifully and less, than 10 years old, a rare find in Key West. Great location!
April 1, 2016 - Website

Town homes on Windsor #5

by Davy C.
We had a fabulous week! This town home a great! Upon our arrival, everything was spotless and it looked like a model home. Having our on rivaled pool was a bonus. There is a lot of vegetation and privacy. We will definitely rent this unit again! It is decorated beautifully and less, than 10 years old, a rare find in Key West. Great location!
December 1, 2015 - Website

Family05XMAS

by Recent Guest
My family stayed here for Christmas 2015 for 6 nights and our townhouse we rented truly made us feel like we had a home away from home. I would recommend this place to anyone. The owners of this unit have really thought of everything that could be needed to make your stay comfortable. The keys to the front door were a little tough since they seemed to be copies of the original but once you got the right touch it worked every time. In addition to our unit there were 5 others and I would bet it would be a great place for multiple families wanting their own space but having other families close enough to enjoy their company. This vacation was everything i wanted it to be and the place being as nice and comfortable as it was made it everything plus more. This was truly a good find and a great place to stay. I hope to return someday in the future.
October 1, 2015 - Website

806 Johnson Lane

by Travis R.
the place was awesome. super updated, very clean and really comfortable for three guys. the only issue was check in. although i did arrive a couple of hours early, i was not given a key due to work that was being done outside of the home (fixing a gate-and then the gate wasn't even fixed when i did gain entry. small issue in the end though.
June 1, 2015 - Website

#5 Windsor Townhomes Key West

by Recent Guest
This was our families first stay at #5. The location was perfect for our time in Key West. There were a couple of maitanance issues with the property that were quickly resolved by the on site manager.
February 1, 2015 - Website

Fun in the sun!

by Donald W.
We had a great time in Key West. In fact we would love to come back soon. And we would stay at Town homes on windsor again. The town home proved to be the perfect location. Upon arrival we parked our car at the unit and never needed it again. We spent our days at the beach, the harbour walking Duval street and going to all the historical attractions. Key West is busy place (which is good) so it was always nice to get back to the unit to relax and visit or read pool side. Once we were recharged we would go out for a great dinner and listen to music.
November 1, 2014 - Website

A Family Thanksgiving retreat

by Maxie W.
This was a very nice surprise as it was so peaceful, convenient, and a modern beauty in Key West. It was near everything, clean, and a very friendly management company (rentkw). Couldn't ask for more. recommend highly!
September 1, 2014 - Website

Windsor #5

by Recent Guest
Everything was excellent. The property size, layout, cleanliness, amenities, and location were worth the $. This unit will be our 1st choice every time!
April 1, 2013 - Website

Vacation

by Recent Guest
We had a wonderful time
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January 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
$869
21
$755
22
$917
23
$1016
24
$1069
25 26 27 28
$895
29
$945
30
$1193
31
$1152
February 2026
S M T W T F S
01 02 03 04 05 06 07
$1269
08
$1076
09
$946
10
$1002
11
$1018
12
$1228
13 14
15 16 17 18 19 20 21
22 23 24 25 26 27
$1243
28
$1464
March 2026
S M T W T F S
01 02 03 04
$1050
05
$1240
06
$1322
07
$1346
08
$1266
09
$1321
10
$1337
11
$1283
12
$1255
13
$1299
14
$1344
15
$1321
16
$1411
17
$1501
18
$1338
19
$1337
20
$1372
21
$1320
22
$1151
23
$1151
24
$1151
25
$1151
26
$1191
27
$1273
28
$1316
29
$1125
30
$1057
31
$959
       
April 2026
S M T W T F S
      01
$1118
02
$1216
03
$1264
04
$1202
05
$1097
06
$1125
07
$854
08
$953
09
$1334
10
$1441
11
$1442
12
$1338
13
$828
14
$859
15
$910
16
$1080
17
$1201
18
$1201
19
$960
20
$838
21
$813
22
$885
23
$1086
24
$1198
25
$1183
26
$935
27
$815
28
$788
29
$959
30
$1101
   
May 2026
S M T W T F S
          01
$1281
02
$1239
03
$898
04
$782
05
$757
06
$823
07
$962
08
$1071
09
$1074
10
$863
11
$754
12
$731
13 14 15 16
17
$853
18
$742
19
$721
20
$788
21
$968
22
$1021
23
$1026
24
$1011
25
$963
26
$962
27
$797
28
$932
29
$1013
30
$1019
31
$861
           
June 2026
S M T W T F S
  01
$685
02
$666
03
$728
04
$857
05
$963
06
$974
07
$780
08
$688
09
$669
10
$731
11
$858
12
$960
13
$965
14
$781
15
$717
16
$664
17
$765
18
$855
19
$950
20
$957
21
$765
22
$670
23
$652
24
$713
25
$840
26
$944
27
$956
28
$778
29
$683
30
$665
       
July 2026
S M T W T F S
      01
$729
02
$1008
03
$1009
04
$1011
05
$1012
06
$708
07
$682
08
$747
09
$884
10
$966
11
$974
12
$779
13
$681
14
$664
15
$726
16
$863
17
$971
18
$978
19
$872
20
$706
21
$686
22
$887
23
$962
24
$1100
25
$1143
26
$924
27
$817
28
$940
29
$974
30
$1019
31
$966
 
August 2026
S M T W T F S
            01
$964
02
$767
03
$670
04
$649
05
$708
06
$836
07
$932
08
$1099
09
$743
10
$647
11
$626
12
$680
13
$796
14
$991
15
$886
16
$711
17
$619
18
$599
19
$650
20
$761
21
$851
22
$847
23
$680
24
$595
25
$595
26
$625
27
$738
28
$838
29
$831
30
$655
31
$595
         
September 2026
S M T W T F S
    01
$595
02
$601
03
$803
04
$798
05
$820
06
$791
07
$788
08
$786
09
$595
10
$680
11
$811
12
$763
13
$614
14
$595
15
$595
16
$595
17
$672
18
$751
19
$757
20
$610
21
$595
22
$595
23
$595
24
$681
25
$775
26
$792
27
$637
28
$595
29
$595
30
$603
     
October 2026
S M T W T F S
        01
$737
02
$846
03
$874
04
$687
05
$597
06
$595
07
$644
08
$772
09
$898
10
$921
11
$737
12
$640
13
$624
14
$687
15
$808
16
$1341
17
$1503
18
$1229
19
$1150
20
$1078
21
$1185
22
$1421
23
$1613
24
$1628
25
$1064
26
$791
27
$789
28
$732
29
$861
30
$967
31
$1001
November 2026
S M T W T F S
01
$881
02
$765
03
$752
04
$849
05
$1355
06
$1511
07
$1655
08
$1518
09
$764
10
$902
11
$890
12
$897
13
$974
14
$1009
15
$792
16
$675
17
$656
18
$716
19
$857
20
$951
21
$977
22
$829
23
$867
24
$922
25
$1060
26
$1064
27
$1062
28
$1057
29
$1060
30
$671
         
December 2026
S M T W T F S
    01
$655
02
$848
03
$874
04
$986
05
$1016
06
$867
07
$715
08
$691
09
$779
10
$999
11
$1075
12
$1084
13
$892
14
$733
15
$718
16
$832
17
$935
18
$1067
19
$1086
20
$968
21
$1170
22
$1263
23
$1281
24
$1546
25
$1744
26
$1737
27
$1703
28
$1658
29
$1654
30
$1939
31
$1657
   
January 2027
S M T W T F S
          01
$1652
02
$1644
03
$1034
04
$952
05
$954
06
$907
07
$1317
08
$1442
09
$1424
10
$1009
11
$840
12
$817
13
$893
14
$1355
15
$1476
16
$1491
17
$1562
18
$1547
19
$1250
20
$912
21
$1061
22
$1209
23
$1461
24
$1132
25
$1097
26
$1164
27
$1094
28
$1146
29
$1352
30
$1232
31
$1070
           

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