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
Available
Unavailable
Check-In Only
Check-Out Only


December 2025
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 2026
S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11
$932
12
$835
13
$795
14
$852
15
$1109
16 17
18 19 20
$1042
21
$881
22
$1038
23
$1177
24
$1152
25 26 27 28
$897
29
$1054
30
$1168
31
$1187
February 2026
S M T W T F S
01 02 03 04 05 06 07
$1322
08
$1083
09
$949
10
$928
11
$1003
12
$1325
13 14
15 16 17 18 19 20 21
22 23
$1109
24
$1068
25
$1138
26
$1270
27
$1389
28
$1362
March 2026
S M T W T F S
01
$1140
02
$989
03
$961
04
$1052
05
$1239
06
$1371
07
$1397
08
$1309
09
$1279
10
$1285
11
$1337
12
$1332
13
$1389
14
$1411
15
$1387
16
$1372
17
$1413
18
$1319
19
$1388
20
$1410
21
$1376
22
$1114
23
$1002
24
$975
25
$1015
26
$1201
27
$1336
28
$1322
29
$1126
30
$1131
31
$1022
       
April 2026
S M T W T F S
      01
$1003
02
$1176
03
$1251
04
$1245
05
$1147
06
$1138
07
$834
08
$909
09
$1073
10
$1190
11
$1174
12
$943
13
$821
14
$794
15
$865
16
$1015
17
$1135
18
$1136
19
$913
20
$796
21
$771
22
$842
23
$1010
24
$1135
25
$1119
26
$889
27
$775
28
$749
29
$891
30
$1016
   
May 2026
S M T W T F S
          01
$1169
02
$1152
03
$855
04
$744
05
$719
06
$784
07
$917
08
$1018
09
$1020
10
$821
11
$716
12
$693
13
$758
14
$895
15
$1004
16
$1006
17
$811
18
$706
19
$684
20
$749
21
$925
22
$986
23
$991
24
$921
25
$920
26
$920
27
$756
28
$887
29
$979
30
$976
31
$782
           
June 2026
S M T W T F S
  01
$684
02
$665
03
$728
04
$861
05
$978
06
$991
07
$777
08
$690
09
$671
10
$735
11
$869
12
$981
13
$985
14
$824
15
$818
16
$731
17
$802
18
$912
19
$969
20
$976
21
$771
22
$728
23
$651
24
$715
25
$850
26
$960
27
$973
28
$780
29
$681
30
$662
       
July 2026
S M T W T F S
      01
$729
02
$1017
03
$1018
04
$1020
05
$1021
06
$700
07
$680
08
$747
09
$888
10
$990
11
$998
12
$783
13
$681
14
$662
15
$729
16
$871
17
$995
18
$1002
19
$810
20
$707
21
$687
22
$985
23
$1047
24
$1139
25
$1310
26
$1030
27
$850
28
$962
29
$1067
30
$1246
31
$1158
 
August 2026
S M T W T F S
            01
$992
02
$768
03
$669
04
$648
05
$708
06
$838
07
$956
08
$940
09
$796
10
$647
11
$625
12
$681
13
$800
14
$941
15
$940
16
$711
17
$618
18
$598
19
$650
20
$767
21
$892
22
$893
23
$680
24
$595
25
$595
26
$624
27
$750
28
$906
29
$904
30
$669
31
$595
         
September 2026
S M T W T F S
    01
$595
02
$604
03
$807
04
$848
05
$853
06
$795
07
$792
08
$790
09
$595
10
$685
11
$759
12
$761
13
$617
14
$595
15
$595
16
$595
17
$680
18
$779
19
$788
20
$623
21
$595
22
$595
23
$595
24
$691
25
$805
26
$824
27
$650
28
$595
29
$595
30
$603
     
October 2026
S M T W T F S
        01
$741
02
$849
03
$869
04
$693
05
$595
06
$595
07
$644
08
$785
09
$912
10
$939
11
$746
12
$643
13
$624
14
$688
15
$809
16
$1289
17
$1466
18
$1217
19
$1068
20
$1048
21
$1170
22
$1403
23
$1613
24
$1640
25
$883
26
$696
27
$670
28
$733
29
$874
30
$965
31
$995
November 2026
S M T W T F S
01
$884
02
$766
03
$748
04
$947
05
$1334
06
$1497
07
$1582
08
$1314
09
$776
10
$910
11
$894
12
$900
13
$982
14
$1035
15
$806
16
$674
17
$654
18
$719
19
$865
20
$951
21
$967
22
$848
23
$704
24
$686
25
$1068
26
$1070
27
$1069
28
$1067
29
$1069
30
$668
         
December 2026
S M T W T F S
    01
$651
02
$724
03
$879
04
$966
05
$1047
06
$859
07
$754
08
$756
09
$838
10
$1026
11
$1099
12
$1034
13
$887
14
$719
15
$700
16
$884
17
$1052
18
$1243
19
$1049
20
$864
21
$753
22
$749
23
$834
24
$1418
25
$1433
26
$1449
27
$1155
28
$1699
29
$1748
30
$1858
31
$1521
   

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print