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!

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April 2026
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$445
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$414
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$423
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$383
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$407
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$428
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$407
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$385
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$397
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$417
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$378
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$400
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$402
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$410
           
June 2026
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$402
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$395
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$389
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$387
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$372
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$369
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$395
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$398
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$471
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$436
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$396
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$392
       
July 2026
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$395
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$455
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$459
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$447
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$434
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$450
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$450
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$411
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$376
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$376
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$380
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$392
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$435
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$455
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$475
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$415
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August 2026
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September 2026
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$264
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$343
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$257
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$264
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$248
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$249
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$257
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$293
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$329
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$350
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$283
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$310
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$313
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$360
     
October 2026
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$366
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$382
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$387
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$388
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$394
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$402
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$410
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$420
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$439
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$447
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$474
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$482
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$491
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$501
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$369
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$458
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$528
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$587
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$683
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$995
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$935
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$758
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$425
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$410
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$418
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$449
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$479
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$503
November 2026
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$458
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$504
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$487
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$511
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$525
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$543
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$451
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$394
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$387
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$401
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$436
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$469
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$480
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$428
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$425
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$425
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$500
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$477
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$484
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$468
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$464
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$380
         
December 2026
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$379
02
$390
03
$428
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$461
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$467
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$411
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$391
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$391
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$403
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$441
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$468
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$467
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$412
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$384
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$383
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$397
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$440
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$492
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$506
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$605
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$731
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$747
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$774
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January 2027
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$848
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$702
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$648
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$651
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$737
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$691
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$690
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$677
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$587
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$692
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$713
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$661
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$604
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$638
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$676
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$738
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$742
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$731
           
February 2027
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  01
$686
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$691
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$676
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$748
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$826
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$836
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$784
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$724
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$724
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$746
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$867
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$913
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$957
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$878
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$868
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$869
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$809
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$961
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$967
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$918
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$828
           
March 2027
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$744
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$731
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$771
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$881
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$899
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$949
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$875
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$856
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$858
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$904
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$936
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$872
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$791
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$781
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$682
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$735
     
April 2027
S M T W T F S
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$794
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$746
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$749
04
$729
05
$610
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$592
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$698
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$787
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$687
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$691
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$704
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$655
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$572
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$657
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$720
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$660
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$783
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$683
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$616
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$598
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$629
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$706
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$758
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$704
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$602
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$580
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$556
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$587
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$686
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$788
 

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