Pilars Secret

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

Nestled in the heart of Key West, Pilars Secret is your gateway to paradise. This inviting 3-bedroom retreat, comfortably sleeping eight, offers a blend of modern amenities and outdoor adventures. Relax by the private pool or explore nearby attractions li

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
  • Shampoo
  • Wireless Internet
  • Free wifi
  • Body Wash
  • 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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February 2026
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$963
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$961
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$989
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$1631
28
March 2026
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01 02 03
$1099
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$1094
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$1321
06 07
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$1205
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$1455
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April 2026
S M T W T F S
      01 02 03 04
$1305
05
$1217
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$1272
07
$1093
08 09 10 11
$1368
12
$1228
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$1128
14
$971
15
$1056
16 17 18
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$1199
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$1188
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$1180
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$1170
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$1204
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$1343
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$1359
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$1138
27 28 29 30    
May 2026
S M T W T F S
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03 04 05 06 07
$1151
08
$1268
09
$1266
10
$1011
11
$904
12
$878
13
$978
14 15 16
17
$1076
18
$1086
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$1084
20
$1083
21
$1130
22 23
24 25
$1159
26
$1159
27
$1050
28
$1130
29
$1236
30
$1243
31
$1023
           
June 2026
S M T W T F S
  01
$1013
02
$1154
03
$1149
04
$1154
05
$1227
06
$1234
07
$996
08
$880
09
$1013
10
$1007
11
$1260
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$1396
13
$1403
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$1140
15
$1088
16
$1033
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$1335
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$1347
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$1385
20
$1451
21
$1126
22
$988
23
$964
24
$1051
25
$1282
26 27
28 29
$1290
30
$981
       
July 2026
S M T W T F S
      01
$1074
02
$1462
03
$1464
04
$1466
05
$1467
06
$1687
07
$1632
08
$1626
09
$1633
10
$1587
11
$1413
12
$1357
13
$1347
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$1343
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$1341
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$1265
17
$1409
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$1425
19
$1164
20
$1118
21
$1116
22
$1111
23
$1193
24
$1346
25
$1401
26
$1102
27
$1063
28
$1061
29
$1066
30
$1138
31
$1221
 
August 2026
S M T W T F S
            01
$1219
02
$1069
03
$858
04
$833
05
$908
06
$1065
07
$1183
08
$1184
09 10 11 12 13 14 15
16 17 18 19 20 21
$1128
22
$1118
23
$871
24
$761
25
$739
26
$802
27 28 29
30
$1065
31
$733
         
September 2026
S M T W T F S
    01
$711
02
$772
03
$1016
04
$1052
05
$1143
06
$1150
07
$999
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$995
09
$763
10
$902
11
$1045
12
$1047
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$787
14
$689
15
$671
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$731
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$917
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$960
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$968
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$903
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$689
22
$675
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$741
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$869
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$986
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$1000
27
$814
28
$716
29
$704
30
$775
     
October 2026
S M T W T F S
        01
$912
02
$1037
03
$1069
04
$929
05
$761
06
$750
07
$827
08
$1040
09
$1111
10
$1141
11
$1051
12
$818
13
$804
14
$883
15
$1038
16
$1335
17
$1830
18 19 20 21 22
$1839
23
$2008
24
$1918
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$1898
26
$886
27
$864
28
$946
29
$1112
30
$1244
31
$1321
November 2026
S M T W T F S
01
$1129
02 03 04 05 06 07
08 09
$959
10
$1152
11
$1149
12
$1173
13
$1275
14
$1274
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$1000
16
$870
17
$847
18
$923
19
$1080
20
$1210
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$1231
22
$1026
23
$893
24
$869
25
$1559
26
$1614
27
$1612
28
$1410
29
$1338
30
$862
         
December 2026
S M T W T F S
    01
$842
02
$921
03
$1085
04
$1217
05
$1300
06
$1076
07
$887
08
$862
09
$948
10
$1123
11
$1264
12
$1298
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$1095
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$938
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$920
16
$1015
17
$1197
18
$1363
19
$1481
20
$1491
21
$1955
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$1940
23
$1928
24
$1931
25
$1941
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$1970
27
$1962
28
$1927
29
$1953
30
$1949
31
$3001
   
January 2027
S M T W T F S
          01
$3313
02
$2255
03
$1442
04
$1202
05
$1157
06
$1377
07
$1606
08
$1769
09
$1785
10
$1558
11
$1313
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$1286
13
$1396
14
$1757
15
$2185
16
$2372
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$2189
18
$1841
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$1745
20
$1384
21
$1620
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$1800
23
$1836
24
$1519
25
$1268
26
$1654
27
$1652
28
$1678
29
$1857
30
$1871
31
$1563
           
February 2027
S M T W T F S
  01
$1320
02
$1498
03
$1652
04
$1907
05
$2075
06
$1932
07
$1661
08
$1393
09
$1362
10
$1455
11
$2267
12
$2276
13
$2285
14
$2294
15
$2312
16
$2324
17
$1935
18
$1869
19
$2103
20
$2070
21
$1747
22
$1405
23
$1373
24
$1506
25
$1771
26
$2155
27
$2146
28
$1714
           

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