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
August 4, 2026 - Track Survey

by Steve C

Pilar's Secret is the perfect getaway for a small family. We really enjoyed being on Duval Street but away from the busy end with the bar noise. The beds were extremely comfortable, the A/C was cool, and the pool was perfect. We will absolutely stay here for our future trips to Key West!

Thank you for your wonderful review! We're delighted to hear that Pilar's Secret was the perfect getaway for your family. We are thrilled to hear you'll be staying with us again on your future trips to Key West. We look forward to welcoming you back soon!

May 18, 2026 - Track Survey

by Staci M

The house was perfect!! We had the best time in Key West and were very happy with the location and condition of the rental house. The ladies working in the rental office were so accommodating with having us leave the luggage with them.

Thank you Stacy! We are so happy to hear you enjoyed everything about your stay! We loved having you as our guests and look forward to having you stay with us again soon!

April 16, 2026 - Track Survey

by Arthur V

Great experience. Couple minor appliance issues which I mentioned at checkout. But overall, the staff and the home were A+++ : )

We're delighted to hear that you had a great experience and that both our team and the home earned such high marks.We appreciate you bringing the appliance issues to our attention at checkout, and we'll be sure those items are reviewed. Thank you for your understanding and for your kind words.We truly appreciate you staying with us and hope to welcome you back again soon!

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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September 2026
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
$608
20 21 22 23 24 25 26
27 28 29
$400
30
$512
     
October 2026
S M T W T F S
        01 02 03
04
$655
05
$587
06
$594
07
$618
08
$757
09 10
11 12
$788
13
$781
14
$723
15
$850
16
$1033
17
$954
18 19 20 21 22 23 24
25 26 27
$927
28
$914
29
$1005
30
$1074
31
$1101
November 2026
S M T W T F S
01
$908
02 03 04 05 06 07
08 09
$1704
10
$1826
11
$1089
12 13 14
15
$1037
16
$969
17
$935
18
$960
19
$1054
20
$1126
21
$1176
22
$1075
23
$1051
24
$1066
25
$1099
26 27 28
29 30
$835
         
December 2026
S M T W T F S
    01
$854
02
$897
03
$989
04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21
$1824
22
$1902
23
$1173
24 25 26
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
$2015
03
$1702
04
$1489
05
$1439
06
$1450
07
$1577
08
$1595
09
$1577
10
$1388
11
$1330
12
$1321
13
$1369
14
$1497
15
$1758
16
$1853
17
$1713
18
$1491
19
$1511
20
$1419
21
$1607
22
$1655
23
$1661
24
$1470
25
$1469
26
$1627
27
$1634
28
$1711
29
$1805
30
$1872
31
$1505
           
February 2027
S M T W T F S
  01
$1432
02
$1452
03
$1506
04
$1700
05
$1849
06
$1892
07
$1698
08
$1599
09
$1609
10
$1638
11
$1816
12
$1981
13
$2138
14
$1946
15
$1929
16
$1937
17
$1875
18
$2076
19
$2133
20
$2109
21
$1861
22
$1744
23
$1745
24
$1792
25
$1981
26
$2029
27
$2005
28
$1771
           
March 2027
S M T W T F S
  01
$1677
02
$1644
03
$1663
04
$1852
05
$1939
06
$1985
07
$1802
08
$1814
09
$1808
10
$1816
11
$1932
12
$2000
13
$2052
14
$1868
15
$1867
16
$1869
17
$1859
18
$1955
19
$1978
20
$1954
21
$1858
22
$1594
23
$1565
24
$1606
25
$1757
26
$1825
27
$1837
28
$1632
29
$1602
30
$1468
31
$1501
     
April 2027
S M T W T F S
        01
$1602
02
$1692
03
$1676
04
$1452
05
$1353
06
$1327
07
$1368
08
$1492
09
$1553
10
$1544
11
$1368
12
$1296
13
$1282
14
$1309
15
$1439
16
$1497
17
$1505
18
$1314
19
$1247
20
$1234
21
$1257
22
$1389
23
$1443
24
$1453
25
$1305
26
$1228
27
$1212
28
$1388
29
$1469
30
$1597
 
May 2027
S M T W T F S
            01
$1603
02
$1319
03
$1136
04
$1115
05
$1130
06 07 08
09 10
$1057
11
$1054
12
$1072
13
$1199
14
$1308
15
$1326
16
$1095
17
$1043
18
$1031
19
$1118
20
$1235
21
$1232
22
$1239
23
$1228
24
$1180
25
$1171
26
$1170
27
$1161
28
$1194
29
$1194
30
$1132
31
$1119
         
June 2027
S M T W T F S
    01
$1107
02
$973
03
$1154
04
$1218
05
$1225
06
$1016
07
$951
08
$942
09
$970
10
$1074
11
$1141
12
$1161
13
$1037
14
$969
15
$968
16
$1335
17
$1347
18
$1388
19
$1178
20
$1054
21
$974
22
$951
23
$973
24
$1282
25
$1398
26
$1406
27
$1296
28
$977
29
$971
30
$1013
     
July 2027
S M T W T F S
        01
$1186
02
$1194
03
$1259
04
$1202
05
$1060
06
$1050
07
$1066
08
$1161
09
$1192
10
$1147
11
$1047
12
$962
13
$1112
14
$1110
15
$1158
16
$1210
17
$1204
18
$1060
19
$981
20
$980
21
$1058
22
$1111
23
$1217
24
$1347
25
$1186
26
$1165
27
$1236
28
$1210
29
$1250
30
$1254
31
$1147
August 2027
S M T W T F S
01
$1017
02
$915
03
$920
04
$906
05
$1019
06
$1074
07
$1088
08
$934
09
$830
10
$1053
11
$1125
12
$1095
13
$1134
14
$1277
15
$819
16
$726
17
$704
18
$726
19
$832
20
$890
21
$887
22
$752
23
$659
24
$639
25
$667
26
$786
27
$842
28
$855
29
$726
30
$641
31
$632
       
September 2027
S M T W T F S
      01
$592
02
$748
03
$751
04
$930
05
$857
06
$773
07
$725
08
$589
09
$664
10
$712
11
$717
12
$612
13
$541
14
$524
15
$552
16
$646
17
$699
18
$701
19
$604
20
$555
21
$548
22
$583
23
$665
24
$717
25
$737
26
$633
27
$575
28
$573
29
$609
30
$702
   

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