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

  • Hair Dryer
  • Hangers
  • Kitchen
  • Shampoo
  • Wireless Internet
  • Body Wash
  • 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
  • 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!

Available
Unavailable
Check-In Only
Check-Out Only


April 2026
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13
$435
14
$452
15
$463
16
$537
17
$611
18
$614
19 20 21 22 23 24 25
26 27 28 29 30    
May 2026
S M T W T F S
          01 02
03 04 05 06 07 08
$538
09
$541
10
$434
11
$396
12
$422
13
$419
14 15 16
17 18 19
$375
20
$410
21
$421
22
$483
23
$486
24
$492
25
$453
26
$437
27
$406
28
$427
29
$478
30
$467
31
$415
           
June 2026
S M T W T F S
  01
$402
02 03 04 05 06
07 08
$365
09
$362
10
$397
11
$442
12
$493
13
$496
14
$402
15
$371
16
$360
17
$415
18
$464
19
$491
20
$520
21 22 23 24 25 26 27
$494
28
$424
29
$372
30
$361
       
July 2026
S M T W T F S
      01
$397
02
$532
03
$533
04
$533
05
$535
06
$376
07
$365
08
$400
09
$471
10
$520
11
$525
12
$435
13
$371
14
$359
15 16 17 18
19 20 21
$361
22
$397
23
$482
24
$537
25
$543
26
$433
27 28 29 30 31  
August 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 28 29
30 31          
September 2026
S M T W T F S
    01 02 03 04 05
06 07 08 09
$318
10
$377
11
$428
12
$445
13
$337
14
$295
15
$286
16
$313
17
$368
18
$413
19
$417
20
$336
21
$295
22
$287
23
$317
24
$374
25
$425
26
$436
27
$349
28
$310
29
$313
30
$378
     
October 2026
S M T W T F S
        01
$404
02
$449
03
$456
04
$407
05
$414
06
$422
07
$431
08
$441
09
$483
10
$491
11
$474
12
$482
13
$491
14
$501
15
$452
16
$562
17
$720
18
$657
19
$586
20
$582
21
$653
22
$782
23
$885
24
$843
25
$608
26
$387
27
$375
28
$414
29
$487
30
$549
31
$574
November 2026
S M T W T F S
01
$478
02
$415
03
$568
04
$563
05
$747
06
$860
07
$858
08
$701
09
$562
10
$507
11
$505
12
$529
13
$585
14
$606
15
$459
16
$378
17
$366
18
$400
19
$471
20
$527
21
$536
22
$437
23
$405
24
$378
25
$591
26
$577
27
$577
28
$578
29
$580
30
$373
         
December 2026
S M T W T F S
    01
$363
02
$400
03
$473
04
$532
05
$539
06
$437
07
$382
08
$371
09
$409
10
$486
11
$555
12
$567
13
$467
14
$410
15
$402
16
$446
17
$528
18
$604
19
$614
20
$605
21
$727
22
$736
23
$739
24
$854
25
$860
26
$862
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
$1097
03
$700
04
$648
05
$651
06
$652
07
$744
08
$813
09
$819
10
$663
11
$578
12
$614
13
$614
14
$833
15
$893
16
$998
17
$973
18
$874
19
$837
20
$647
21
$770
22
$856
23
$849
24
$694
25
$593
26
$576
27
$638
28
$748
29
$850
30
$860
31
$716
           
February 2027
S M T W T F S
  01
$617
02
$599
03
$661
04
$779
05
$887
06
$905
07
$757
08
$645
09
$630
10
$693
11
$1081
12
$1086
13
$1091
14
$1097
15
$1108
16
$1109
17
$754
18
$899
19
$988
20
21 22 23 24 25 26
$983
27
$975
28
$805
           
March 2027
S M T W T F S
  01
$671
02
$669
03
$717
04
$886
05
$976
06
$1057
07
$1058
08
$1058
09
$1061
10
$1061
11
$1058
12
$1059
13
$1058
14
$1057
15
$1056
16
$1059
17
$1059
18
$1056
19
$1052
20
$1051
21
$800
22
$668
23
$640
24
$710
25
$885
26
$940
27
$940
28
$866
29
$857
30
$608
31
$669
     
April 2027
S M T W T F S
        01
$796
02
$853
03
$850
04
$689
05
$591
06
$564
07
$611
08
$716
09
$835
10
$793
11
$606
12
$553
13
$568
14
$641
15
$665
16
$776
17
$783
18
$678
19
$592
20
$574
21
$627
22
$706
23
$758
24
$730
25
$579
26
$525
27
$505
28
$565
29
$720
30
$788
 

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print