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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November 2025
S M T W T F S
            01
$1102
02
$1094
03
$1080
04
$1071
05
$1061
06 07 08
09
$1207
10
$1178
11
$1113
12
$1127
13
$1130
14
$1279
15
$1152
16
$1038
17
$1021
18
$911
19
$911
20
$1052
21
$1120
22
23 24
$1159
25
$1234
26
$1326
27 28 29
30
$1108
           
December 2025
S M T W T F S
  01
$1083
02
$1084
03
$1085
04
$1095
05
$1123
06
$1116
07
$1118
08
$1116
09
$1121
10
$1128
11
$1142
12
$1175
13
$1173
14
$1180
15
$1183
16
$1193
17
$1204
18
$1222
19
$1258
20
$1259
21 22 23 24 25 26 27
28 29 30 31      
January 2026
S M T W T F S
        01 02 03
$2197
04
$1672
05
$1647
06
$1640
07
$1632
08
$1631
09
$1651
10
$1627
11
$1611
12
$1588
13
$1574
14
$1560
15
$1553
16
$1602
17
$1702
18
$1717
19
$1716
20
$1718
21
$1702
22
$1686
23
$1501
24
$1481
25
$1472
26
$1459
27
$1456
28 29 30 31
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 14
15 16 17 18 19
$1608
20
$1641
21
$1632
22
$1631
23
$1625
24
$1626
25
$1627
26
$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
12
$1620
13
$1642
14
$1782
15
$1767
16
$1746
17
$1733
18
$1719
19
$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 04 05 06 07
$1133
08
$1154
09
$1137
10
$1130
11
$1117
12
$1113
13
$1109
14
$1113
15
$1137
16
$1123
17
$1118
18
$1107
19
$1105
20
$1103
21
$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
       
July 2026
S M T W T F S
      01
$1327
02
$1329
03
$1331
04
$1323
05
$1327
06
$1323
07
$1192
08
$1170
09
$1175
10
$1199
11
$1186
12
$1180
13
$1169
14
$1166
15
$1164
16
$1169
17
$1193
18
$1180
19
$1176
20
$1167
21
$1166
22
$1165
23
$1171
24
$1198
25
$1186
26
$1183
27
$1175
28
$1174
29
$1173
30
$1178
31
$1203
 
August 2026
S M T W T F S
            01
$1189
02
$1183
03
$1170
04
$1164
05
$1158
06
$1158
07
$1175
08
$1155
09
$1141
10
$1121
11
$1109
12
$1095
13
$1088
14
$1100
15
$1073
16
$1054
17
$1030
18
$1014
19
$998
20
$989
21
$1000
22
$974
23
$956
24
$934
25
$920
26
$907
27
$903
28
$918
29
$897
30
$884
31
$867
         
September 2026
S M T W T F S
    01
$858
02
$849
03
$848
04
$875
05
$889
06
$863
07
$860
08
$863
09
$865
10
$853
11
$824
12
$804
13
$792
14
$775
15
$766
16
$756
17
$754
18
$772
19
$752
20
$741
21
$726
22
$719
23
$714
24
$718
25
$743
26
$731
27
$730
28
$726
29
$732
30
$741
     
October 2026
S M T W T F S
        01
$779
02
$820
03
$825
04
$840
05
$853
06
$876
07
$900
08
$935
09
$990
10
$1009
11
$1036
12
$1059
13
$1090
14
$1121
15
$1159
16
$1217
17
$1234
18
$1259
19
$1276
20
$1300
21
$1322
22
$1349
23
$1393
24
$1396
25
$1404
26
$1405
27
$1411
28
$1414
29
$1422
30
$1448
31
$1433
November 2026
S M T W T F S
01
$1424
02
$1408
03
$1398
04
$1386
05
$1382
06
$1396
07
$1370
08
$1396
09
$1380
10
$1361
11
$1373
12
$1381
13
$1399
14
$1372
15
$1265
16
$1245
17
$1233
18
$1223
19
$1220
20
$1239
21
$1220
22
$1210
23
$1347
24
$1330
25
$1323
26
$1350
27
$1361
28
$1260
29
$1207
30
$1189
         

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