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
20 21 22 23 24 25 26
27 28 29
$400
30
$496
     
October 2026
S M T W T F S
        01 02 03
04
$486
05
$480
06
$485
07
$513
08
$722
09 10
11 12
$590
13
$594
14
$547
15
$702
16
$791
17
$1078
18 19 20 21 22 23 24
25 26 27
$828
28
$868
29
$938
30
$994
31
$1022
November 2026
S M T W T F S
01
$927
02 03 04 05 06 07
08 09
$862
10
$928
11
$1104
12 13 14
15
$956
16
$905
17
$871
18
$898
19
$978
20
$1046
21
$1083
22
$1004
23
$953
24
$957
25
$1085
26 27 28
29 30
$783
         
December 2026
S M T W T F S
    01
$804
02
$834
03
$1015
04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21
$915
22
$958
23
$1166
24 25 26
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
$2034
03
$1715
04
$1508
05
$1467
06
$1477
07
$1603
08
$1645
09
$1596
10
$1427
11
$1350
12
$1343
13
$1379
14
$1519
15
$1639
16
$1840
17
$1699
18
$1489
19
$1527
20
$1436
21
$1614
22
$1681
23
$1665
24
$1479
25
$1397
26
$1658
27
$1705
28
$1763
29
$1885
30
$1976
31
$1519
           
February 2027
S M T W T F S
  01
$1456
02
$1477
03
$1534
04
$1730
05
$1907
06
$1950
07
$1706
08
$1635
09
$1626
10
$1675
11
$1867
12
$2041
13
$2209
14
$1995
15
$1973
16
$1982
17
$1921
18
$2137
19
$2178
20
$2180
21
$1894
22
$1789
23
$1772
24
$1815
25
$2033
26
$2079
27
$2065
28
$1802
           
March 2027
S M T W T F S
  01
$1688
02
$1674
03
$1708
04
$1870
05
$1991
06
$2024
07
$1832
08
$1846
09
$1858
10
$1852
11
$1970
12
$2058
13
$2104
14
$1909
15
$1963
16
$1904
17
$1895
18
$2019
19
$2030
20
$1981
21
$1720
22
$1610
23
$1585
24
$1618
25
$1753
26
$1868
27
$1857
28
$1632
29
$1619
30
$1475
31
$1499
     
April 2027
S M T W T F S
        01
$1620
02
$1709
03
$1697
04
$1471
05
$1382
06
$1353
07
$1378
08
$1482
09
$1569
10
$1574
11
$1367
12
$1298
13
$1294
14
$1319
15
$1434
16
$1525
17
$1517
18
$1325
19
$1258
20
$1242
21
$1266
22
$1403
23
$1456
24
$1465
25
$1332
26
$1251
27
$1236
28
$1376
29
$1466
30
$1597
 
May 2027
S M T W T F S
            01
$1618
02
$1344
03
$1149
04
$1127
05
$1130
06 07 08
09 10
$1068
11
$1062
12
$1083
13
$1200
14
$1308
15
$1326
16
$1153
17
$1154
18
$1025
19
$1063
20
$1222
21
$1281
22
$1239
23
$1228
24
$1166
25
$1169
26
$1158
27
$1151
28
$1193
29
$1270
30
$1118
31
$1105
         
June 2027
S M T W T F S
    01
$1090
02
$961
03
$1154
04
$1218
05
$1225
06
$1006
07
$944
08
$932
09
$964
10
$1066
11
$1132
12
$1142
13
$1023
14
$999
15
$1074
16
$1335
17
$1347
18
$1388
19
$1169
20
$1032
21
$961
22
$949
23
$969
24
$1282
25
$1398
26
$1406
27
$1296
28
$953
29
$948
30
$991
     
July 2027
S M T W T F S
        01
$1183
02
$1187
03
$1247
04
$1186
05
$1038
06
$1024
07
$1040
08
$1147
09
$1164
10
$1225
11
$1006
12
$946
13
$1112
14
$1130
15
$1147
16
$1231
17
$1215
18
$1034
19
$1023
20
$946
21
$1058
22
$1097
23
$1214
24
$1313
25
$1162
26
$1120
27
$1169
28
$1088
29
$1219
30
$1235
31
$1120
August 2027
S M T W T F S
01
$988
02
$884
03
$888
04
$891
05
$996
06
$1058
07
$1078
08
$913
09
$819
10
$802
11
$1081
12
$1120
13
$1204
14
$1340
15
$827
16
$731
17
$712
18
$729
19
$834
20
$893
21
$922
22
$752
23
$663
24
$643
25
$669
26
$789
27
$870
28
$891
29
$733
30
$644
31
$656
       
September 2027
S M T W T F S
      01
$597
02
$1027
03
$1308
04
$1528
05
$1312
06
$748
07
$735
08
$583
09
$656
10
$712
11
$717
12
$612
13
$553
14
$538
15
$560
16
$636
17
$698
18
$735
19
$622
20
$550
21
$563
22
$556
23
$650
24
$722
25
$726
26
$619
27
$586
28
$581
29
$611
30
$711
   

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