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
March 5, 2026 - Track Survey

by Joanne K

Easy check in and out, perfect location and had everything we needed!

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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April 2026
S M T W T F S
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05 06 07 08 09 10 11
12 13 14 15 16 17 18
19
$1136
20
$1125
21
$1180
22 23 24 25
26 27 28 29 30    
May 2026
S M T W T F S
          01 02
03 04 05 06 07
$934
08
$1105
09
10 11 12
$640
13
$972
14 15 16
17
$968
18
$977
19
$976
20
$975
21
$1107
22 23
24 25
$1061
26
$1016
27
$945
28
$991
29
$1086
30
$1079
31
$921
           
June 2026
S M T W T F S
  01
$1013
02
$1154
03
$1149
04
$1154
05 06
07 08
$870
09
$1013
10
$1007
11
$1082
12
$1208
13
$1213
14
$981
15
$907
16
$879
17
$1161
18 19 20
$1209
21
$972
22
$852
23
$827
24
$907
25
$1070
26 27
28 29
$1069
30
$840
       
July 2026
S M T W T F S
      01
$923
02
$1233
03
$1235
04
$1237
05
$1239
06
$1397
07
$1351
08
$1347
09
$1352
10
$1314
11
$1220
12
$1124
13
$1115
14
$1112
15
$1110
16
$1078
17
$1214
18
$1221
19
$990
20
$1065
21
$1063
22
$1058
23
$1123
24
$1249
25
$1262
26
$1008
27
$1012
28
$1010
29
$1007
30
$1165
31
$1199
 
August 2026
S M T W T F S
            01
$1203
02
$1018
03
$843
04
$814
05
$890
06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21
$1071
22
$1072
23
$857
24
$747
25
$721
26
$786
27 28 29
30
$1014
31
$718
         
September 2026
S M T W T F S
    01
$694
02
$757
03
$991
04
$1027
05
$1121
06
$1119
07
$976
08
$974
09
$738
10
$876
11
$995
12
$1035
13
$783
14
$685
15
$663
16
$727
17
$873
18
$961
19
$968
20
$860
21
$685
22
$668
23
$737
24
$868
25
$988
26
$1011
27
$810
28
$714
29
$699
30
$773
     
October 2026
S M T W T F S
        01
$939
02
$1043
03
$1059
04
$929
05
$761
06
$746
07
$827
08
$1040
09
$1122
10
$1142
11
$1051
12
$823
13
$805
14
$890
15
$1050
16
$1298
17
$1642
18 19 20 21 22
$1839
23
$2055
24
$1958
25
$1898
26
$897
27
$870
28
$958
29
$1129
30
$1270
31
$1337
November 2026
S M T W T F S
01
$1112
02 03 04 05 06 07
08 09
$955
10
$1176
11
$1173
12
$1237
13
$1376
14
$1431
15
$1081
16
$878
17
$850
18
$930
19
$1094
20
$1226
21
$1241
22
$1011
23
$935
24
$875
25
$1559
26
$1614
27
$1612
28
$1410
29
$1345
30
$867
         
December 2026
S M T W T F S
    01
$843
02
$928
03
$1099
04
$1236
05
$1248
06
$1014
07
$886
08
$861
09
$950
10
$1131
11
$1291
12
$1317
13
$1085
14
$952
15
$933
16
$1035
17
$1226
18
$1403
19
$1481
20
$1491
21
$1955
22
$1940
23
$1928
24
$1981
25
$1995
26
$2003
27
$1962
28
$1927
29
$1953
30
$1949
31
$3001
   
January 2027
S M T W T F S
          01
$3012
02
$2440
03
$1558
04
$1300
05
$1255
06
$1385
07
$1657
08
$1811
09
$1824
10
$1474
11
$1286
12
$1247
13
$1368
14
$1856
15
$2019
16
$2223
17
$2169
18
$1949
19
$1863
20
$1444
21
$1727
22
$1913
23
$1890
24
$1543
25
$1326
26
$1504
27
$1502
28
$1665
29
$1894
30
$1916
31
$1592
           
February 2027
S M T W T F S
  01
$1372
02
$1362
03
$1502
04
$1735
05
$1976
06
$2009
07
$1684
08
$1437
09
$1391
10
$1540
11
$2404
12
$2416
13
$2428
14
$2440
15
$2467
16
$2468
17
$1759
18
$2010
19
$2203
20
$2214
21
$1817
22
$1522
23
$1484
24
$1622
25
$2000
26
$2175
27
$2152
28
$1785
           
March 2027
S M T W T F S
  01
$1495
02
$1447
03
$1596
04
$1955
05
$2141
06
$2356
07
$2357
08
$2357
09
$2364
10
$2365
11
$2359
12
$2359
13
$2358
14
$2355
15
$2353
16
$2361
17
$2361
18
$2352
19
$2343
20
$2340
21
$1776
22
$1487
23
$1432
24
$1605
25
$1983
26
$2110
27
$2107
28
$1942
29
$1921
30
$1502
31
$1658
     
April 2027
S M T W T F S
        01
$1780
02
$1910
03
$1903
04
$1535
05
$1410
06
$1334
07
$1461
08
$1595
09
$1774
10
$1767
11
$1396
12
$1211
13
$1253
14
$1417
15
$1615
16
$1807
17
$1772
18
$1324
19
$1223
20
$1239
21
$1265
22
$1383
23
$1626
24
$1636
25
$1286
26
$1176
27
$1124
28
$1307
29
$1616
30
$1794
 

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