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
  • Shampoo
  • Wireless Internet
  • Free wifi
  • Body Wash
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Private Entrance
  • Private Living Room
  • Washer

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
February 8, 2026 - Track Survey

by Todd F

Spacious, modern and in a fantastic location. The staff were attentive and communicative.

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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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
$868
28
$1433
March 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12
$870
13
$1181
14
15 16 17 18
$1063
19
$1220
20 21
22
$1093
23
$1093
24
$1093
25
$1093
26
$1098
27 28
29 30 31
$730
       
April 2026
S M T W T F S
      01
$810
02
$1135
03 04
05 06
$1070
07
$878
08
$959
09
$1270
10
$1372
11
12 13 14
$820
15
$892
16
$1042
17
$1149
18
$1140
19
$937
20
$819
21 22 23 24
$1133
25
$1146
26
$912
27
$796
28
$773
29 30    
May 2026
S M T W T F S
          01 02
03 04
$767
05
$744
06
$808
07
$922
08
$1016
09
$1015
10
$810
11
$724
12
$739
13 14 15 16
17
$831
18
$726
19
$690
20
$748
21
$905
22
$1001
23
$1005
24
$999
25
$928
26
$928
27
$776
28
$905
29
$990
30
$996
31            
June 2026
S M T W T F S
  01 02 03
$749
04
$876
05
$983
06
$988
07
$798
08
$704
09
$686
10
$748
11
$1010
12
$1118
13
$1124
14
$913
15
$872
16
$827
17
$909
18
$1064
19
$1109
20
$1162
21
$902
22
$791
23
$772
24
$842
25
$991
26
$1107
27
$1116
28
$915
29
$804
30
$785
       
July 2026
S M T W T F S
      01
$860
02
$1171
03
$1172
04
$1174
05
$1175
06
$818
07
$798
08
$873
09
$1029
10
$1128
11
$1132
12
$948
13
$804
14
$784
15
$857
16
$1013
17
$1128
18
$1141
19
$1003
20
$710
21
$692
22
$803
23
$955
24
$1077
25
$1122
26
$883
27
$788
28
$778
29
$853
30
$911
31
$978
 
August 2026
S M T W T F S
            01
$976
02
$785
03
$687
04
$667
05
$727
06
$853
07
$947
08
$948
09
$761
10
$664
11
$644
12
$698
13
$813
14
$948
15
$907
16
$728
17
$636
18
$617
19
$669
20
$848
21
$903
22
$895
23
$697
24
$609
25
$595
26
$642
27
$749
28
$836
29
$837
30
$672
31
$595
         
September 2026
S M T W T F S
    01
$595
02
$618
03
$814
04
$842
05
$915
06
$921
07
$800
08
$797
09
$611
10
$722
11
$836
12
$838
13
$630
14
$595
15
$595
16
$595
17
$687
18
$769
19
$775
20
$627
21
$595
22
$595
23
$595
24
$696
25
$789
26
$801
27
$651
28
$595
29
$595
30
$621
     
October 2026
S M T W T F S
        01
$730
02
$831
03
$856
04
$692
05
$609
06
$600
07
$662
08
$781
09
$890
10
$914
11
$746
12
$655
13
$643
14
$707
15
$831
16
$1069
17
$1465
18
$1229
19
$1150
20
$1083
21
$1205
22
$1435
23
$1608
24
$1536
25
$960
26
$791
27
$789
28
$757
29
$890
30
$996
31
$1057
November 2026
S M T W T F S
01
$903
02
$765
03
$803
04
$1071
05
$1402
06
$1580
07
$1655
08
$1518
09
$768
10
$923
11
$920
12
$933
13
$1021
14
$1020
15
$801
16
$696
17
$678
18
$739
19
$865
20
$969
21
$986
22
$823
23
$867
24
$922
25
$1078
26
$1075
27
$1073
28
$1069
29
$1072
30
$690
         
December 2026
S M T W T F S
    01
$674
02
$848
03
$869
04
$974
05
$1041
06
$867
07
$710
08
$690
09
$759
10
$899
11
$1012
12
$1039
13
$876
14
$751
15
$736
16
$832
17
$958
18
$1091
19
$1110
20
$957
21
$1170
22
$1263
23
$1281
24
$1546
25
$1744
26
$1737
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
$1805
03
$1154
04
$1047
05
$1049
06
$1025
07
$1449
08
$1586
09
$1566
10
$1128
11
$963
12
$941
13
$1034
14
$1491
15
$1624
16
$1640
17
$1718
18
$1702
19
$1397
20
$1108
21
$1298
22
$1441
23
$1607
24
$1245
25
$1207
26
$1280
27
$1100
28
$1343
29
$1487
30
$1498
31
$1252
           
February 2027
S M T W T F S
  01
$1057
02
$1025
03
$1133
04
$1387
05
$1519
06
$1547
07
$1330
08
$1244
09
$1234
10
$1195
11
$1815
12
$1822
13
$1829
14
$1836
15
$1851
16
$1861
17
$1685
18
$1700
19
$1769
20
$1772
21
$1656
22
$1553
23
$1497
24
$1579
25
$1759
26
$1604
27
$1857
28
$1548
           

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