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
May 16, 2025 - Track Survey

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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June 2025
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$1082
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$1076
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$1079
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$1110
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$1115
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$1118
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$1045
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July 2025
S M T W T F S
    01
$695
02
$995
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$995
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$995
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$995
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$995
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$1268
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$1062
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$1084
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$1300
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$1300
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$1061
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$1308
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$1296
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$1292
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$1069
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August 2025
S M T W T F S
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03 04
$1218
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$1211
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$1203
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$1201
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$1218
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$1195
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$1180
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$1158
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$1143
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$1128
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$1120
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$1132
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$1025
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$1015
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$1028
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$1001
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$983
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$961
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$948
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$935
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$932
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31            
September 2025
S M T W T F S
  01
$976
02
$989
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$1001
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$978
05
$899
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$880
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$868
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$852
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$844
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$835
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$834
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$852
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$831
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$819
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$800
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$790
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$781
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$779
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$798
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$777
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$768
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$753
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$748
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$744
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$751
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$779
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$769
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$772
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$769
30
$780
       
October 2025
S M T W T F S
      01
$918
02
$944
03
$996
04
$1005
05
$1027
06
$1045
07
$1075
08
$1106
09
$1149
10
$947
11
$1018
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$1073
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$1067
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$1091
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$1104
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$1112
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$1369
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$1386
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$1410
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$1546
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$1570
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$1593
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$1478
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$1481
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$1481
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$1487
31
$1576
 
November 2025
S M T W T F S
            01
$1556
02
$1544
03
$1524
04
$1512
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$1498
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$1492
07
$1506
08
$1572
09
$1568
10
$1534
11
$1576
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$1592
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$1596
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$1607
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$1382
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$1366
17
$1345
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$1333
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$1324
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$1322
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$1344
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$1325
23
$1315
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$1631
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$1601
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$1591
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$1646
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$1644
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$1439
30
$1330
           
December 2025
S M T W T F S
  01
$1300
02
$1301
03
$1302
04
$1314
05
$1348
06
$1339
07
$1342
08
$1339
09
$1345
10
$1354
11
$1370
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$1410
13
$1408
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$1416
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$1420
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$1432
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$1445
18
$1466
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$1635
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$1637
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$1648
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$2161
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$2145
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$2131
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$2093
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$2116
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$2345
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$2337
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$2293
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$2254
31
$2250
     
January 2026
S M T W T F S
        01
$2474
02
$2484
03
$2197
04
$1672
05
$1647
06
$1640
07
$1632
08
$1631
09
$1651
10
$1627
11
$1611
12
$1588
13
$1574
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$1560
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$1553
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$1602
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$1702
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$1717
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$1716
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$1718
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$1702
22
$1686
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$1501
24
$1481
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$1472
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$1459
27
$1456
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$1453
29
$1461
30
$1492
31
$1481
February 2026
S M T W T F S
01
$1481
02
$1476
03
$1480
04
$1485
05
$1499
06
$1536
07
$1530
08
$1534
09
$1531
10
$1538
11
$1544
12
$1559
13
$1561
14
$1483
15
$1591
16
$1587
17
$1592
18
$1596
19
$1608
20
$1641
21
$1632
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$1631
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$1625
24
$1626
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$1627
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$1637
27
$1667
28
$1655
March 2026
S M T W T F S
01
$1651
02
$1642
03
$1640
04
$1638
05
$1644
06
$1671
07
$1655
08
$1647
09
$1633
10
$1627
11
$1620
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$1620
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$1642
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$1782
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$1767
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$1746
17
$1733
18
$1719
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$1714
20
$1732
21
$1703
22
$1684
23
$1659
24
$1643
25
$1627
26
$1620
27
$1638
28
$1609
29
$1592
30
$1568
31
$1555
       
April 2026
S M T W T F S
      01
$1543
02
$1541
03
$1564
04
$1541
05
$1530
06
$1513
07
$1506
08
$1500
09
$1504
10
$1533
11
$1516
12
$1509
13
$1497
14
$1494
15
$1491
16
$1497
17
$1527
18
$1511
19
$1504
20
$1490
21
$1486
22
$1481
23
$1485
24
$1512
25
$1492
26
$1482
27
$1465
28
$1457
29
$1449
30
$1450
   
May 2026
S M T W T F S
          01
$1186
02
$1168
03
$1159
04
$1144
05
$1138
06
$1131
07
$1133
08
$1154
09
$1137
10
$1130
11
$1117
12
$1113
13
$1109
14
$1113
15
$1137
16
$1123
17
$1118
18
$1107
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$1105
20
$1103
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$1108
22
$1137
23
$1171
24
$1177
25
$1175
26
$1174
27
$1172
28
$1156
29
$1126
30
$1112
31
$1105
           
June 2026
S M T W T F S
  01
$1094
02
$1090
03
$1086
04
$1090
05
$1113
06
$1099
07
$1093
08
$1083
09
$1081
10
$1079
11
$1085
12
$1112
13
$1101
14
$1098
15
$1092
16
$1093
17
$1095
18
$1105
19
$1135
20
$1128
21
$1129
22
$1124
23
$1128
24
$1132
25
$1143
26
$1173
27
$1165
28
$1165
29
$1160
30
$1303
       

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