Townhomes on Windsor #5

3 Bedrooms 3.5 Bathrooms Sleeps 6 Key West 1541 sq. ft.

Please note - Availability and pricing MUST be confirmed with the owner before we confirm a reservation. The calendar and pricing on our website is only a guide. Please call to receive an accurate quote.

Main Bedroom

1 King

Bedroom 2

1 Queen

Bedroom 3

2 Twin

Elegance and modern sophistication are apparent as you enter any one of these six recently completed townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. These beautiful villas boast nearly 1800 sq ft. on two levels. Each townhome has it's own private garden with heat optional dipping pool.

The townhome features an open concept living, dining and kitchen area. The living area offers comfortable sofa and loveseat. The dining area's table seats six. The kitchen is fully-equipped and has top of the line appliances and a center island/bar with plenty of prep space and seating. Morning coffee may be made using Keurig or the regular drip coffee maker.

Sliding doors open from the living area to a deck and the pool edged by a variety of tropical plants. An inviting deck around the pool provides atmosphere for peaceful conversation and relaxation after a day of sightseeing. There is also a gas grill and outdoor dining table on the deck.

The bedroom on the first floor level has a queen bed and ensuite bath with tiled shower.

The second level of the house offers two bedroom suites with ensuite bathrooms. The bedrooms are expertly decorated to offer luxury without being overbearing. Spacious and plush, the Main Suite has an elegant King size bed and a grand tiled bath with dual sinks and a large shower. The second bedroom has two twin beds with luxurious linens and a private bathroom with tub.

The villas are equipped with central air conditioning system, flat screen TVs, a DVD player, security system, and a laundry washer and dryer.

These elegant villas are a destination for those expecting a special and exclusive holiday with the warm atmosphere of your own home!

This vacation rental property offers secure, coded keyless entry with contactless check in.

THIS UNIT CANNOT BE BOOKED ONLINE. PLEASE CALL FOR ACCURATE PRICE QUOTE & BOOKING. WE MUST VERIFY AVAILABILITY AND RATES PRIOR TO BOOKING.

Minimum Stay for January is 3 nights.

Minimum Stay for February and March is 4 nights

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

Location

  • Historic District
  • Village

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

Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Wifi
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • Private Living Room
  • Washer
  • Wireless Internet

Leisure

  • Antiquing
  • Dolphin Watching
  • Wildlife Viewing
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

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
  • Racquetball
  • Sailing
  • Snorkeling
  • Swimming

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Accomodations

  • Cleaning: Optional

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
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 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.
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.
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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April 2024
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$927
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$904
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$926
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$900
       
May 2024
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$900
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$1002
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$1083
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$1100
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$900
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$935
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$989
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$905
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$900
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$900
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$900
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$900
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$900
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$1102
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$1184
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$959
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$940
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$1046
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$1054
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$998
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$963
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$1061
 
June 2024
S M T W T F S
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$1186
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$1024
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$900
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$900
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$1131
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$1251
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$1342
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$1361
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$1210
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$967
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$958
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$952
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$1071
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$1129
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$1143
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$962
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$989
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$1060
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$1056
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$1235
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$1277
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$1233
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$1051
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$1020
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$1038
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$1031
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$1135
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$1188
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$1216
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$1046
           
July 2024
S M T W T F S
  01
$1174
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$1192
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$1209
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$1320
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$1392
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$1433
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$1274
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$984
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$991
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$994
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$1084
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$1144
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$1172
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$1015
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$977
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$991
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$1001
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$1124
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$1442
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$1482
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$1305
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$1172
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$1190
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$1206
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$1338
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$1423
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$1453
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$1041
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$1007
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$1017
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$1028
     
August 2024
S M T W T F S
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$1157
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$1250
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$1271
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$1065
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$1011
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$1016
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$1216
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$1358
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$1476
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$1486
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$1234
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$1155
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$997
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$1009
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$1128
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$1171
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$1118
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$900
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$900
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$900
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$900
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$926
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$1057
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$1047
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$900
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$900
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$900
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$900
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$900
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$1272
31
$1250
September 2024
S M T W T F S
01
$1039
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$929
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$900
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$900
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$900
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$1041
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$1031
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$900
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$900
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$900
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October 2024
S M T W T F S
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$900
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$900
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$900
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$900
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$900
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$986
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$900
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$1731
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$1752
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$1537
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$1455
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$1468
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$1551
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$1823
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$1896
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$1853
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$1640
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$900
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$900
   
November 2024
S M T W T F S
          01
$1439
02
$1464
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$1246
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$1136
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$1163
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$1222
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$1650
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$1860
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$1869
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$1520
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$1154
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$900
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$900
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$1003
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$1147
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$1168
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$990
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$900
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$900
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$900
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$1009
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$1101
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$1111
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$1008
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$996
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$1040
27
$1028
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$1050
29
$1200
30
$1142
December 2024
S M T W T F S
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$983
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$900
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$900
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$900
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$926
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$1362
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$1321
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$1172
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$906
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$917
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$1193
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$1153
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$1001
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$924
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$1933
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$1974
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$1972
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$2259
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$2371
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January 2025
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$1379
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$1286
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$1328
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$1559
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$1405
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$1284
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$1272
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$1302
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$1372
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$1744
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$1795
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$1791
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$1463
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$1401
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$1405
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$1398
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$1495
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$1529
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$1394
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$1327
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$1318
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$1346
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$1429
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$1489
 
February 2025
S M T W T F S
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$1752
02
$1382
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$1464
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$1591
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$1722
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$2063
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$2058
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$1999
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$2129
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$2213
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$2173
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$2153
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$2135
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$1926
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$1995
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$1898
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$1916
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$1729
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$1772
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$1810
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$1836
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$1890
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March 2025
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$2138
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$2083
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$2087
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$2063
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$2089
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$2141
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$2184
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$2156
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$1691
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$1696
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$1663
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$1673
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$1704
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$2006
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$1937
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$1582
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$1678
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$1641
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$1549
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$1596
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$1638
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$1636
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$1493
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$1477
         
April 2025
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$1448
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$1455
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$1505
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$1553
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$1389
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$1354
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$1365
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$1431
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$1500
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