Pilars Secret

3 Bedrooms 2 Bathrooms Sleeps 8 Key West 1900 sq. ft.

Main Bedroom

1 King

Bedroom 2

1 King

Bedroom 3

2 Twin

Living Sleeping Combo

2 Sofa Bed

Pilar’s Secret is hidden away in the heart of Old Town Key West just half a block off the famous Duval Street. This secluded oasis is the perfect spot for you to truly discover the ultimate Key West experience.

Located down a quiet and nondescript lane, Pilar's Secret gorgeous property is quintessentially Key West with well appointed luxury amenities throughout.

Pilar’s Secret offers three very spacious bedrooms, a private pool, and wonderful gated outdoor living area. The fully equipped kitchen is adjacent to a large living space with plenty of room for all your guests to relax. Pilar’s Secret was designed for sharing with family or close friends. The spacious home makes a perfect home base for a group while they enjoy everything our island has to offer. The living area has plenty of seating on plush couches and chairs. One of the living room sofas pulls out into a sleeper sofa for added guests.

The kitchen is just off the main living area with top-of-the-line appliances and all the tools you need to prepare a meal at home in between your nights out enjoying our island cuisine. There are many options for dining just a short walk from Pilar’s Secret.

Lush tropical landscaping and comfortable chaise lounges and chairs surround the pool at Pilar’s Secret. This very private outdoor area has seating for lunch or dinner, plus ample amounts of sun and shade throughout the day for picturesque outdoor living. The pool can be heated and the grill is ready for your next meal either poolside or at the other larger outdoor dining table alongside of the house. String lights, pool lighting, and the beautiful landscaping create an enchanting space come dusk. There is also an outdoor shower for rinsing off after a day at the beach.

There are two bedrooms located on the ground level of Pilar’s Secret. One bedroom has two twin beds. The second bedroom has a king size bed, a flat screen television, and French doors leading out to the side patio. These two bedrooms share a bathroom with a glass shower and soaker tub.
The second floor primary suite is private with a king size bed, flat screen television, ensuite bathroom and its separate seating area. The bathroom has a unique spa-like shower. This is the perfect place to get away and wind down after an active day around Key West.

Pilar’s Secret offers central A/C and heat and there are ceiling fans throughout. The private pool can also be heated upon request. The yard is private and provides lush landscape throughout. There is a gas grill, one private parking space, a washer/dryer, and flat screen televisions in the living room and in each bedrooms all with expanded cable TV. The gourmet kitchen has all the utensils for preparing your meals along with a microwave, blender, and toaster. Linens and towels are provided and housekeeping is available in the interim upon request and for additional fees.

The home has wireless high-speed internet included. The property will accommodate up to 8 people with 3 bedrooms and a pull-out sofa. Sorry, no pets. This vacation rental property offers secure, coded keyless entry with contactless check in.

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
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Parking
  • Iron & Ironing Board
  • 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
  • Dishes & utensils for kids
  • Dining table
  • Coffee Maker - Kcup
  • Coffee Maker - Kcup and Drip
  • Blender

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Family

  • Babysitter Recommendations
  • Bathtub

Outdoor

  • BBQ Area
  • Garden or Backyard
  • Patio or Balcony
  • Deck Patio Uncovered
  • Grill
  • Fenced Yard
  • Outdoor Shower

Car

  • Not Necessary

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Free Parking
  • Pool

Location

  • Historic District
  • Village

Pool

  • Heated Pool
  • Private Pool

Themes

  • Family
  • Historic
  • Romantic
  • Tourist Attractions
LEAVE A REVIEW
June 28, 2025 - Track Survey

by Chris T

The pool was AWESOME!!!

May 16, 2025 - Track Survey

I highly recommend this property!

by Kimberly D

The location is amazing!!! The house was beautifully decorated, clean, comfortable, and well stocked. I highly recommend this property!

April 16, 2025 - Airbnb

Absolutely fantastic

by Vicki Lee B

Pilar’s Secret was absolutely fantastic and ideal for our group of 7 adults. The property is close to everything yet private and quiet. The heated pool and patio area was spacious enough for us all, yet intimate with privacy fencing and tropical foliage. The inside of the home was spotless and had everything you’d need/want including pod or drip coffeemakers, basic spices, sunscreen, and hair dryer. Local artwork and coastal furnishings added to our enjoyment. Plenty of shelves and areas to spread out and feel at home. Upstairs roof is sloped, but height in the center of bed/bath is fine. No one bumped their head! The shower is huge with a cool skylight! Literally not one bad thing to say. We will definitely be back!

February 12, 2025 - VRBO

Perfect Location

by Kari M

We took out daughter who just turned 21 to Key West for a little family trip. Pilar Secret was the perfect house tucked away behind all the noise of Duval street. We loved the pool and really enjoyed our stay.

January 29, 2025 - Airbnb

Centrally located

by Lawrence

 

Very private and well appointed three bedroom home in the middle of key west. Plenty of space to enjoy a break from all the Key West has to offer with two patios, pool, and comfortable living room. We enjoyed our time at the property to prepare meals, take a dip in the pool while enjoying the property’s privacy and central location. Easy to park in the designated spot.
April 30, 2024 - Track Survey

Loved the house

by Samantha D

Loved the house. Everything was clean and kept well!

January 1, 2022 - Website

Pilars Secret

by Jeffrey and April W.
Fantastic Property, best location.
August 1, 2021 - Website

A week in Key West

by Recent Guest
My family of 7 had a great time at Pilar's Secret. The location is great; it's right off of Duval Street away from the crowd. But it's just a few steps to Duval Street. The kids enjoyed the pool even though it's small.
April 1, 2021 - Website

Awesome Dirty 30!

by Melva S.
The house was perfect! All the space we needed to relax or get loud! Whichever you like! It was clean and everything we needed for our stay!
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December 2025
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January 2026
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$1166
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$1066
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$1009
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$965
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$1111
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$1219
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$1356
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$1363
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$1201
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$1054
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$1258
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$1174
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$1117
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$1183
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$1342
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$1115
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$1162
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February 2026
S M T W T F S
01
$1194
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$1048
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$1103
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$1489
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$1472
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$1537
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$1659
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$1743
28
March 2026
S M T W T F S
01 02 03
$1406
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$1448
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$1678
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$1723
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$1741
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$1635
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$1669
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$1703
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$1643
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$1635
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$1718
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$1743
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$1700
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$1700
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$1832
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$1699
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$1698
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$1749
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$1709
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$1514
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$1432
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$1393
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$1517
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$1647
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$1763
28
$1827
29 30 31        
April 2026
S M T W T F S
      01 02 03 04
$1725
05
$1566
06
$1555
07
$1148
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$1250
09
$1466
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$1632
11
$1630
12
$1288
13
$1124
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$1092
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$1187
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$1396
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$1620
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$1572
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$1246
20
$1090
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$1063
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$1156
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$1394
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$1573
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$1552
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$1216
27
$1060
28
$1031
29
$1313
30
$1443
   
May 2026
S M T W T F S
          01
$1664
02
$1684
03 04 05 06 07
$1256
08
$1408
09
$1414
10
$1119
11
$976
12
$949
13
$1034
14
$1232
15
$1355
16
$1360
17
$1103
18
$1015
19
$935
20
$1018
21
$1246
22
$1317
23
$1324
24
$1234
25
$1232
26
$1230
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$1015
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$1186
29
$1296
30
$1305
31
$1037
           
June 2026
S M T W T F S
  01
$827
02
$808
03
$882
04
$1036
05
$1172
06
$1192
07
$937
08
$831
09
$812
10
$887
11
$1050
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$1182
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$1191
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$942
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$934
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$803
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$879
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$1033
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$1163
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$1180
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$925
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$911
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$791
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$867
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$1019
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$1157
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$1179
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$938
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$823
30
$805
       
July 2026
S M T W T F S
      01
$884
02
$1227
03
$1228
04
$1230
05
$1232
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$841
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$823
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$900
09
$1066
10
$1194
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$1207
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$943
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$821
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$803
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$882
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$1046
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$1206
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$1218
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$985
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$860
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$841
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$1174
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$1303
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$1505
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$1739
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$1317
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$1004
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$1197
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$1318
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$1538
31
$1422
 
August 2026
S M T W T F S
            01
$1204
02
$928
03
$812
04
$792
05
$865
06
$1020
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$1165
08
$1154
09 10 11 12 13 14 15
16 17 18 19 20 21
$1076
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$1093
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$839
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$732
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$712
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$773
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$919
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$1084
29
$1077
30
$806
31
$704
         
September 2026
S M T W T F S
    01
$688
02
$748
03
$1002
04
$1033
05
$1044
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$986
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$981
08
$978
09
$721
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$850
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$950
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$954
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$759
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$661
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$645
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$704
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$836
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$961
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$976
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$765
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$661
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$649
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$712
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$842
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$973
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$999
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$791
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$688
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$675
30
$744
     
October 2026
S M T W T F S
        01
$1004
02
$1163
03
$1200
04
$941
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$806
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$793
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$875
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$1060
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$1231
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$1268
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$1000
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$865
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$848
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$933
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$1095
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$1859
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$2069
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$1694
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$1482
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$1464
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$1632
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$1940
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$2255
24
$2303
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$1185
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$938
27
$909
28
$994
29
$1179
30
$1318
31
$1364
November 2026
S M T W T F S
01
$1168
02
$1025
03
$1004
04
$1302
05
$1979
06
$2254
07
$2303
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$1951
09
$1047
10
$1229
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$1212
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$1212
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$1331
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$1409
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$1079
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$908
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$886
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$966
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$1166
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$1312
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$1337
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$1137
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$945
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$925
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$1434
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$1438
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$1436
28
$1431
29
$1433
30
$897
         
December 2026
S M T W T F S
    01
$877
02
$959
03
$1142
04
$1280
05
$1359
06
$1151
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$922
08
$894
09
$980
10
$1185
11
$1323
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$1410
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$1206
14
$970
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$950
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$1045
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$1230
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$1415
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$1440
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$1198
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$1022
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$1005
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$1133
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$2023
25
$2036
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$2050
27
$1297
28
$1178
29
$1154
30
$1230
31
$2035
   

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