Windsor Townhomes #5

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.

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

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

Kitchen

  • Stove
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dining table
  • Coffee Maker - Kcup
  • 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
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Ethernet Connection
  • 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 Pool
  • Fenced Yard

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
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 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 & 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!
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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Unavailable
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May 2025
S M T W T F S
        01
$700
02 03
04
$932
05
$918
06
$913
07
$909
08
$910
09
$988
10
$987
11
$906
12
$897
13
$895
14
$894
15
$899
16
$981
17
$983
18
$905
19
$898
20
$898
21
$899
22
$905
23
$911
24
$910
25
$910
26
$917
27
$912
28
$911
29
$914
30
$983
31
$982
June 2025
S M T W T F S
01
$902
02
$889
03
$885
04
$881
05
$882
06
$959
07
$956
08
$873
09
$860
10
$855
11
$851
12
$852
13
$929
14
$927
15
$845
16
$834
17
$831
18
$829
19
$833
20
$914
21
$914
22
$835
23
$827
24
$827
25
$827
26
$833
27
$915
28
$917
29
$839
30
$832
         
July 2025
S M T W T F S
    01
$848
02
$847
03
$847
04
$932
05
$944
06
$847
07
$847
08
$832
09
$831
10
$835
11
$916
12
$916
13
$836
14
$826
15
$825
16
$823
17
$828
18
$908
19
$909
20
$830
21
$821
22
$821
23
$821
24
$826
25
$908
26
$910
27
$832
28
$825
29
$824
30
$825
31
$831
   
August 2025
S M T W T F S
          01
$913
02
$914
03
$835
04
$826
05
$824
06
$822
07
$826
08
$899
09
$899
10
$599
11
$599
12
$599
13
$599
14
$599
15
$699
16
$699
17
$599
18
$599
19
$599
20
$599
21
$599
22
$699
23
$699
24
$599
25
$599
26
$599
27
$599
28
$599
29
$999
30
$999
31
$999
           
September 2025
S M T W T F S
  01
$999
02
$899
03
$899
04
$899
05
$699
06
$699
07
$599
08
$599
09
$599
10
$599
11
$599
12
$699
13
$699
14
$599
15
$599
16
$599
17
$599
18
$599
19
$699
20
$699
21
$599
22
$599
23
$599
24
$599
25
$599
26
$699
27
$699
28
$599
29
$599
30
$599
       
October 2025
S M T W T F S
      01
$792
02
$804
03
$906
04
$919
05
$841
06
$846
07
$860
08
$878
09
$902
10
$1015
11
$1037
12
$968
13
$981
14
$1002
15
$1024
16
$1052
17
$1167
18
$1190
19
$1119
20
$1129
21
$1261
22
$1278
23
$1300
24
$1416
25
$1429
26
$1217
27
$1214
28
$1218
29
$1220
30
$1226
31
$1317
 
November 2025
S M T W T F S
            01
$1316
02
$1219
03
$1202
04
$1192
05
$1182
06
$1176
07
$1257
08
$1501
09
$1378
10
$1201
11
$1120
12
$1086
13
$1108
14
$1216
15
$1143
16
$1038
17
$1016
18
$1002
19
$990
20
$984
21
$1067
22
$1059
23
$960
24
$1083
25
$1089
26
$1100
27
$1097
28
$1269
29
$1238
30
$982
           
December 2025
S M T W T F S
  01
$917
02
$915
03
$916
04
$923
05
$1019
06
$1023
07
$936
08
$932
09
$936
10
$941
11
$953
12
$1053
13
$1062
14
$979
15
$978
16
$985
17
$994
18
$1008
19
$1110
20
$1120
21
$1038
22
$1478
23
$1573
24
$1593
25
$1595
26
$1661
27
$1654
28
$1622
29
$1579
30
$1575
31
$1569
     
January 2026
S M T W T F S
        01
$1905
02
$1944
03
$1766
04
$1407
05
$1321
06
$1319
07
$1318
08
$1323
09
$1433
10
$1433
11
$1321
12
$1308
13
$1304
14
$1302
15
$1307
16
$1578
17
$1597
18
$1464
19
$1379
20
$1370
21
$1370
22
$1401
23
$1427
24
$1434
25
$1331
26
$1326
27
$1332
28
$1340
29
$1355
30
$1476
31
$1487
February 2026
S M T W T F S
01
$1389
02
$1386
03
$1395
04
$1404
05
$1420
06
$1542
07
$1552
08
$1452
09
$1448
10
$1454
11
$1461
12
$1474
13
$1592
14
$1630
15
$1573
16
$1563
17
$1539
18
$1536
19
$1548
20
$1612
21
$1615
22
$1507
23
$1496
24
$1495
25
$1494
26
$1501
27
$1613
28
$1614
March 2026
S M T W T F S
01
$1506
02
$1493
03
$1491
04
$1490
05
$1496
06
$1607
07
$1608
08
$1497
09
$1484
10
$1481
11
$1479
12
$1483
13
$1593
14
$1591
15
$1479
16
$1464
17
$1459
18
$1455
19
$1457
20
$1565
21
$1562
22
$1448
23
$1432
24
$1426
25
$1421
26
$1424
27
$1532
28
$1530
29
$1417
30
$1402
31
$1398
       
April 2026
S M T W T F S
      01
$1397
02
$1401
03
$1511
04
$1512
05
$1403
06
$1391
07
$1389
08
$1389
09
$1396
10
$1509
11
$1511
12
$1402
13
$1391
14
$1389
15
$1388
16
$1394
17
$1504
18
$1503
19
$1391
20
$1376
21
$1371
22
$1366
23
$1367
24
$1473
25
$1468
26
$1352
27
$1332
28
$1323
29
$1315
30
$1314
   
May 2026
S M T W T F S
          01
$1131
02
$1125
03
$1032
04
$1017
05
$1011
06
$1005
07
$1006
08
$1091
09
$1089
10
$1000
11
$988
12
$986
13
$984
14
$989
15
$1078
16
$1080
17
$994
18
$986
19
$986
20
$987
21
$994
22
$1085
23
$1087
24
$1001
25
$1009
26
$1004
27
$1003
28
$1007
29
$1084
30
$1084
31
$995
           

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