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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December 2025
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$309
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$492
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January 2026
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$478
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$466
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February 2026
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$472
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$462
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$509
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$588
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$711
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$673
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$795
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March 2026
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$695
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April 2026
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$499
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$487
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$424
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$410
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$489
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$566
   
May 2026
S M T W T F S
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$653
02
$637
03
$484
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$406
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$393
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$503
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$556
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$557
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$449
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$391
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$379
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$414
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$490
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$547
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$548
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$442
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$385
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$373
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$407
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$507
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$538
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$540
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$504
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$504
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$504
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$411
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$483
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$534
30
$531
31
$427
           
June 2026
S M T W T F S
  01
$374
02
$363
03
$398
04
$470
05
$535
06
$541
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$425
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$375
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$365
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$400
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$474
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$535
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$537
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$428
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$439
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$389
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$430
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$496
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$529
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$532
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$420
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$367
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$356
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$390
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$464
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$526
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$531
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$425
29
$371
30
$361
       
July 2026
S M T W T F S
      01
$397
02
$559
03
$559
04
$560
05
$561
06
$381
07
$372
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$408
09
$486
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$540
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$542
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$426
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$372
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$362
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$398
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$476
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$541
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$547
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$442
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$386
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$375
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$544
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$574
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$642
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$482
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$527
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$587
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$685
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$664
 
August 2026
S M T W T F S
            01
$541
02
$420
03
$366
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$354
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$388
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$465
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$532
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$525
09
$407
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$354
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$342
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$373
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$446
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$566
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$548
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$389
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$338
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$327
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$356
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$421
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$492
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$492
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$373
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$324
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$313
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$341
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$411
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$499
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$499
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$374
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$320
         
September 2026
S M T W T F S
    01
$302
02
$331
03
$443
04
$460
05
$462
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$436
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$435
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$433
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$318
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$375
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$417
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$417
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$340
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$292
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$283
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$310
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$373
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$429
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$435
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$342
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$292
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$285
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$314
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$382
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$446
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$457
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$356
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$305
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$298
30
$329
     
October 2026
S M T W T F S
        01
$409
02
$472
03
$483
04
$381
05
$326
06
$318
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$352
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$428
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$497
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$511
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$410
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$351
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$341
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$376
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$442
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$581
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$778
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$662
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$583
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$573
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$640
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$765
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$874
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$892
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$531
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$381
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$366
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$400
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$479
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$529
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$544
November 2026
S M T W T F S
01
$488
02
$424
03
$414
04
$466
05
$662
06
$766
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$806
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$692
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$425
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$499
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$490
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$491
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$535
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$574
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$443
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$367
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$356
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$393
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$478
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$528
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$533
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$470
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$386
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$375
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$582
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$676
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$580
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$579
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$579
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$360
         
December 2026
S M T W T F S
    01
$351
02
$391
03
$477
04
$530
05
$524
06
$428
07
$365
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$353
09
$390
10
$461
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$528
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$562
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$566
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$430
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$392
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$414
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$409
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$453
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$492
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$478
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$479
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$565
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$684
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$771
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$877
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$890
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$996
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$995
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$967
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$1034
31
$825
   

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