Parrotville

2 Bedrooms 2 Bathrooms Sleeps 4 Key West 1152 sq. ft.

Parrotville is part of the Windward Park gated community just off Simonton Street. This 2 bedroom, 2 bathroom townhome is surrounded by lush tropical landscaping and views of a sparkling swimming pool.

This spacious vacation home is just a block from downtown Key West's famous Duval Street and has an open floor plan with lots of space on the main level for relaxing and entertaining. The first floor has a comfortable seating area with couch and chairs and a flat screen television for those days you want to get out of the sun and just relax. Completing the first floor is a dining area, a full modern kitchen with a bar and stools, a full bathroom, and a washer and dryer.

The second floor has two bedrooms and a full, shared bath. The front bedroom has a king bed, TV, closet, and opens to a second floor porch with views of the pool area and compound. The rear bedroom has two twin beds, a TV, and a double closet.

Parrotville is located in an ideal area of Old Town Key West. A short stroll to Duval Street offers world-class restaurants, bars, shopping, and galleries. Hop on a bicycle and head down to Mallory Square or the Key West Seaport, just a slightly farther ride. Everything is pretty close on our island. The beaches are also just a short distance from Parrotville. 

We offer all the comforts you need for your stay in paradise including WiFi, flat screen TVs, laundry, a lovely and inviting community pool, and one assigned parking space. There is a 4 person maximum limit to this home. This condo is in a quiet local community and is not recommended for parties or group celebrations.  We ask you to please be respectful of the residents and neighbors and keep the noise level to a minimum.

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

  • Hangers
  • Kitchen
  • Wireless Internet
  • 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
  • Shampoo
  • 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

Kitchen

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

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Family

  • Bathtub

Outdoor

  • BBQ Area
  • Patio or Balcony
  • Balcony
  • Fenced Pool

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Logistics

  • Long Term Stays Allowed

Location

  • Historic District

Pool

  • Communal Pool
LEAVE A REVIEW
October 29, 2025 - Track Survey

by Kevin P

House was as advertised! We had a great time and definitely will be staying again. From check in to check out the process worked seamlessly. House was stocked with anything we needed to make for a comfortable stay.

November 17, 2024 - Track Survey

Great location

by Megan O

Really enjoyed the place. Great location. Beach towels were a great addition. Pool was clean. Would have loved a cooler to be able to use and another fan but otherwise we enjoyed our stay greatly! Thank you!

July 7, 2024 - Airbnb

Highly recommend

by Teresa

The Pictures properly represented the townhouse. The kitchen was well appointed with modern appliances & well stocked for cooking. In was a very clean townhouse. Very nice sized TV in the family room as well as TV’s in both bedrooms. The shared pool was a good size & right outside our door. It was in a super convenient location to Duval Street, but still a quiet community to come home to. I highly recommend this rental property & can’t wait to come back & stay here again!

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November 2025
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December 2025
S M T W T F S
  01 02
$318
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$390
04
$455
05
$530
06
$532
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$448
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$360
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$372
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$410
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$423
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$499
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$494
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$413
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$366
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$353
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$371
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$392
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$448
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$464
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$502
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January 2026
S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11
$448
12
$392
13
$447
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$616
24
$593
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$481
26
$461
27 28 29 30 31
February 2026
S M T W T F S
01 02
$472
03
$462
04
$509
05
$586
06
$710
07
08 09 10 11 12 13
$681
14
$788
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March 2026
S M T W T F S
01 02 03 04 05 06 07
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$474
26
$536
27
$738
28
29 30 31        
April 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
$629
19
$499
20
$435
21
$421
22
$460
23
$546
24
$608
25
$619
26
$486
27
$423
28
$409
29
$472
30
$563
   
May 2026
S M T W T F S
          01
$642
02
$619
03
$467
04
$406
05
$392
06
$428
07
$502
08
$556
09
$558
10
$449
11
$391
12
$378
13
$414
14
$515
15
$563
16
$567
17
$444
18
$385
19
$373
20
$408
21
$508
22
$535
23
$537
24
$506
25
$505
26
$505
27
$411
28
$483
29
$531
30
$530
31
$427
           
June 2026
S M T W T F S
  01
$374
02
$363
03
$397
04
$469
05
$536
06
$542
07
$426
08
$374
09
$364
10
$399
11
$473
12
$534
13
$561
14
$454
15
$465
16
$407
17
$453
18
$524
19
$530
20
$533
21
$420
22
$409
23
$355
24
$390
25
$464
26
$529
27
$533
28
$425
29
$372
30
$361
       
July 2026
S M T W T F S
      01
$398
02
$561
03
$562
04
$563
05
$564
06
$383
07
$371
08
$408
09
$484
10
$538
11
$542
12
$427
13
$372
14
$362
15
$398
16
$476
17
$543
18
$546
19
$444
20
$386
21
$375
22
$559
23
$644
24
$704
25
$765
26
$615
27
$521
28
$525
29
$587
30
$685
31
$669
 
August 2026
S M T W T F S
            01
$541
02
$421
03
$366
04
$354
05
$387
06
$464
07
$535
08
$532
09
$408
10
$354
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$342
12
$372
13
$443
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$557
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$518
16
$389
17
$338
18
$327
19
$356
20
$422
21
$492
22
$491
23
$374
24
$323
25
$313
26
$341
27
$408
28
$506
29
$560
30
$379
31
$324
         
September 2026
S M T W T F S
    01
$303
02
$331
03
$444
04
$455
05
$458
06
$437
07
$436
08
$435
09
$319
10
$376
11
$418
12
$418
13
$342
14
$291
15
$283
16
$310
17
$370
18
$424
19
$430
20
$343
21
$292
22
$285
23
$314
24
$382
25
$443
26
$453
27
$357
28
$306
29
$298
30
$329
     
October 2026
S M T W T F S
        01
$437
02
$464
03
$474
04
$378
05
$325
06
$318
07
$352
08
$429
09
$493
10
$505
11
$411
12
$351
13
$341
14
$376
15
$442
16
$605
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$773
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$664
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$586
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$576
21
$641
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$768
23
$880
24
$899
25
$597
26
$383
27
$366
28
$403
29
$486
30
$538
31
$554
November 2026
S M T W T F S
01
$492
02
$429
03
$417
04
$470
05
$601
06
$682
07
$789
08
$682
09
$429
10
$504
11
$494
12
$495
13
$538
14
$579
15
$447
16
$366
17
$355
18
$388
19
$463
20
$514
21
$515
22
$442
23
$361
24
$350
25
$577
26
$579
27
$580
28
$583
29
$586
30
$365
         

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