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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January 2026
S M T W T F S
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$1026
20
$1059
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$1255
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$1066
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$1267
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25 26
$1256
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$1558
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February 2026
S M T W T F S
01
$1623
02
$1627
03
$1636
04 05 06 07
08 09 10 11 12 13 14
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22 23
$1556
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$1555
25
$1552
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$1561
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$1714
28
March 2026
S M T W T F S
01 02 03
$1443
04
$1436
05
$1462
06
$1559
07
$1587
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$1572
09 10 11 12 13
$1614
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$1669
15
$1641
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$1664
17
$1678
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$1579
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$1578
20
$1704
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22 23 24
$1151
25
$1274
26
$1406
27
$1503
28
$1800
29 30 31        
April 2026
S M T W T F S
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$1352
05
$1233
06
$1265
07
$960
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$1073
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$1258
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$1372
11
$1342
12
$1228
13
$1128
14
$942
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$1024
16
$1215
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$1352
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$1351
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$1199
20
$1188
21
$1180
22
$1170
23
$1222
24
$1348
25
$1331
26
$1052
27
$917
28
$886
29
$1078
30
$1239
   
May 2026
S M T W T F S
          01
$1593
02
$1614
03 04 05 06 07
$1197
08
$1332
09
$1336
10
$1074
11
$938
12
$908
13
$990
14
$1219
15
$1376
16
$1397
17
$1187
18
$1197
19
$1195
20
$1194
21
$1203
22
$1274
23
$1277
24
$1258
25
$1203
26
$1196
27
$1158
28
$1159
29
$1260
30
$1267
31
$1128
           
June 2026
S M T W T F S
  01
$1064
02
$1212
03
$1206
04
$1212
05
$1237
06
$1212
07
$970
08
$856
09
$1064
10
$1057
11
$1067
12
$1194
13
$1200
14
$972
15
$891
16
$826
17
$1219
18
$1230
19
$1264
20
$1255
21
$952
22
$834
23
$811
24
$887
25
$1115
26
$1216
27
$1223
28
$1127
29
$1122
30
$827
       
July 2026
S M T W T F S
      01
$907
02
$1254
03
$1256
04
$1258
05
$1259
06
$1467
07
$1419
08
$1414
09
$1420
10
$1380
11
$1212
12
$1180
13
$1171
14
$1168
15
$1166
16
$1074
17
$1208
18
$1216
19
$1005
20
$1118
21
$1116
22
$1111
23
$1196
24
$1368
25
$1422
26
$1150
27
$1063
28
$1170
29
$1212
30
$1268
31
$1202
 
August 2026
S M T W T F S
            01
$1199
02
$1069
03
$833
04
$807
05
$881
06
$1040
07
$1160
08
$1367
09 10 11 12 13 14 15
16 17 18 19 20 21
$1058
22
$1053
23
$846
24
$738
25
$715
26
$778
27
$1027
28
$1064
29
$1114
30
$1065
31
$710
         
September 2026
S M T W T F S
    01
$687
02
$748
03
$999
04
$993
05
$1020
06
$984
07
$981
08
$977
09
$724
10
$846
11
$1009
12
$949
13
$764
14
$667
15
$648
16
$707
17
$917
18
$939
19
$941
20
$903
21
$667
22
$652
23
$717
24
$848
25
$964
26
$986
27
$793
28
$694
29
$680
30
$751
     
October 2026
S M T W T F S
        01
$918
02
$1053
03
$1087
04
$929
05
$742
06
$725
07
$801
08
$1040
09
$1117
10
$1145
11
$1051
12
$796
13
$777
14
$855
15
$1005
16
$1669
17
$1870
18
$1529
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$1347
20
$1321
21
$1806
22
$1839
23
$2007
24
$2025
25
$1898
26
$864
27
$834
28
$911
29
$1071
30
$1203
31
$1246
November 2026
S M T W T F S
01
$1097
02
$952
03
$935
04
$1195
05
$1686
06
$1879
07
$1899
08
$1601
09
$951
10
$1122
11
$1107
12
$1173
13
$1211
14
$1255
15
$986
16
$840
17
$816
18
$891
19
$1066
20
$1183
21
$1216
22
$1031
23
$873
24
$853
25
$1559
26
$1614
27
$1612
28
$1410
29
$1318
30
$834
         
December 2026
S M T W T F S
    01
$814
02
$904
03
$1088
04
$1227
05
$1264
06
$1060
07
$889
08
$860
09
$969
10
$1242
11
$1338
12
$1349
13
$1109
14
$912
15
$893
16
$987
17
$1164
18
$1328
19
$1481
20
$1491
21
$1955
22
$1940
23
$1928
24
$1923
25
$1935
26
$1970
27
$1962
28
$1927
29
$1953
30
$1949
31
$3001
   
January 2027
S M T W T F S
          01
$3012
02
$2046
03
$1287
04
$1061
05
$1018
06
$1252
07
$1460
08
$1608
09
$1623
10
$1416
11
$1194
12
$1169
13
$1269
14
$1597
15
$1986
16
$2156
17
$1990
18
$1517
19
$1555
20
$1135
21
$1320
22
$1504
23
$1448
24
$1225
25
$1251
26
$1529
27
$1526
28
$1534
29
$1682
30
$1555
31
$1331
           

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