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

1 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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May 2026
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$1068
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$753
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$760
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$759
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$758
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$1068
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$873
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$848
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$840
28
$941
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31            
June 2026
S M T W T F S
  01
$861
02
$981
03
$977
04
$1154
05 06
07 08
$738
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$912
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$906
11
$962
12 13
14
$808
15
$781
16
$782
17
$1161
18 19 20
$1076
21
$887
22
$857
23
$837
24
$824
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$1062
26 27
28 29
$962
30
$814
       
July 2026
S M T W T F S
      01
$913
02
$1032
03
$1074
04
$1085
05
$1019
06
$1397
07
$1351
08
$1347
09
$1352
10
$1314
11
$1131
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$1124
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$1115
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$1112
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$1110
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$968
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$1024
18
$1040
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$938
20
$1065
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$1063
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$1058
23 24 25
26 27 28
$1010
29
$1007
30
$1013
31  
August 2026
S M T W T F S
            01
02 03
$690
04
$672
05
$799
06 07 08
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16 17 18 19 20 21
$827
22
$832
23
$667
24
$624
25
$597
26
$606
27 28 29
30
$1014
31
$562
         
September 2026
S M T W T F S
    01
$566
02
$579
03
$729
04 05
06 07
$713
08
$705
09
$574
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$658
11
$720
12
$747
13
$601
14
$571
15
$537
16
$559
17
$873
18
$894
19
$870
20
$860
21
$549
22
$540
23
$561
24
$660
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$721
26
$759
27
$628
28
$579
29
$575
30
$613
     
October 2026
S M T W T F S
        01
$813
02
$858
03
$866
04
$885
05
$639
06
$657
07
$708
08
$990
09
$884
10
$950
11
$1001
12
$802
13
$806
14
$741
15
$825
16
$1001
17
$1117
18 19 20 21 22 23 24
25 26 27
$903
28
$906
29
$995
30
$1060
31
$1102
November 2026
S M T W T F S
01
$1029
02 03 04 05 06 07
08 09
$1073
10
$1119
11
$1091
12
$1173
13
$1181
14
$1186
15
$1013
16
$903
17
$874
18
$897
19
$997
20
$1054
21
$1084
22
$991
23
$953
24
$956
25
$1559
26
$1614
27
$1612
28
$1410
29
$1039
30
$850
         
December 2026
S M T W T F S
    01
$836
02
$858
03
$964
04
$1130
05
$1137
06
$995
07
$960
08 09 10 11 12
13 14 15 16 17 18 19
20 21
$1955
22
$1940
23
$1928
24 25 26
27 28
$1927
29
$1953
30
$1949
31
$3001
   
January 2027
S M T W T F S
          01
$3012
02
$1914
03
$1650
04
$1479
05
$1477
06
$1529
07
$1698
08
$1726
09
$1623
10
$1416
11
$1340
12
$1331
13
$1364
14
$1642
15
$1986
16
$2156
17
$1990
18
$1611
19
$1612
20
$1541
21
$1719
22
$1778
23
$1768
24
$1586
25
$1483
26
$1504
27
$1502
28
$1545
29
$1681
30
$1706
31
$1618
           
February 2027
S M T W T F S
  01
$1527
02
$1540
03
$1517
04
$1734
05
$1886
06
$1906
07
$1729
08
$1619
09
$1614
10
$1676
11
$1888
12
$2003
13
$2057
14
$1923
15
$1911
16
$1909
17
$1798
18
$2035
19
$2125
20
$2150
21
$1873
22
$1731
23
$1778
24
$1799
25
$1997
26
$2039
27
$2039
28
$1827
           
March 2027
S M T W T F S
  01
$1688
02
$1655
03
$1726
04
$1940
05
$1964
06
$2092
07
$2052
08
$2130
09
$2130
10
$2083
11
$2060
12
$2061
13
$2092
14
$1930
15
$1900
16
$1914
17
$1913
18
$1993
19
$2006
20
$2025
21
$1810
22
$1657
23
$1570
24
$1716
25
$1926
26
$1855
27
$1845
28
$1768
29
$1633
30
$1550
31
$1664
     
April 2027
S M T W T F S
        01
$1824
02
$1692
03
$1695
04
$1635
05
$1410
06
$1334
07
$1614
08
$1855
09
$1725
10
$1562
11
$1629
12
$1488
13
$1291
14
$1571
15
$1762
16
$1807
17
$1772
18
$1586
19
$1450
20
$1404
21
$1249
22
$1405
23
$1491
24
$1516
25
$1365
26
$1220
27
$1220
28
$1307
29
$1559
30
$1794
 
May 2027
S M T W T F S
            01
$1783
02
$1278
03
$1261
04
$1255
05
$1247
06
$1289
07
$1413
08
$1429
09
$1185
10
$1089
11
$1084
12
$1264
13
$1573
14
$1717
15
$1740
16
$1197
17
$1079
18
$1066
19
$1065
20
$1297
21
$1384
22
$1392
23
$1379
24
$1280
25
$1220
26
$1170
27
$1277
28
$1361
29
$1348
30
$1238
31
$1128
         

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