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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August 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
$488
19 20 21 22
23
$500
24
$478
25
$448
26
$508
27 28 29
30
$511
31
$454
         
September 2026
S M T W T F S
    01
$458
02
$489
03
$672
04 05
06 07
$597
08
$543
09
$491
10
$643
11 12
13 14
$525
15
$514
16
$524
17
$605
18
$706
19
$713
20 21 22 23 24 25 26
27 28 29
$441
30
$581
     
October 2026
S M T W T F S
        01 02 03
04
$643
05
$671
06
$666
07
$710
08
$780
09 10
11 12
$833
13
$827
14
$759
15
$888
16
$903
17
$1040
18 19 20 21 22 23 24
25 26 27
$847
28
$864
29
$915
30
$968
31
$986
November 2026
S M T W T F S
01
$897
02 03 04 05 06 07
08 09
$847
10
$901
11
$1052
12 13 14
15
$944
16
$877
17
$872
18
$893
19
$988
20
$1068
21
$1076
22
$974
23
$922
24
$932
25
$1081
26 27 28
29
$958
30
$803
         
December 2026
S M T W T F S
    01
$803
02
$829
03
$974
04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21
$833
22
$866
23
$1177
24 25 26
27 28 29 30 31    
January 2027
S M T W T F S
          01 02
$1757
03
$1447
04
$1322
05
$1326
06
$1362
07
$1506
08
$1404
09
$1417
10
$1313
11
$1169
12
$1144
13
$1243
14
$1373
15
$1706
16
$1852
17
$1709
18
$1554
19
$1558
20
$1518
21
$1694
22
$1630
23
$1639
24
$1573
25
$1361
26
$1607
27
$1670
28
$1793
29
$1878
30
$1988
31
$1626
           
February 2027
S M T W T F S
  01
$1564
02
$1440
03
$1490
04
$1697
05
$1870
06
$1912
07
$1707
08
$1622
09
$1592
10
$1641
11
$1862
12
$2009
13
$2175
14
$1950
15
$1932
16
$1941
17
$1844
18
$2083
19
$2165
20
$2165
21
$1894
22
$1748
23
$1726
24
$1789
25
$2020
26
$2097
27
$2060
28
$1839
           
March 2027
S M T W T F S
  01
$1711
02
$1640
03
$1670
04
$1945
05
$2030
06
$2151
07
$1895
08
$1878
09
$1897
10
$1893
11
$2075
12
$2121
13
$2180
14
$1993
15
$1965
16
$1957
17
$1951
18
$2081
19
$2086
20
$1949
21
$1814
22
$1697
23
$1547
24
$1741
25
$1902
26
$1844
27
$1835
28
$1710
29
$1626
30
$1440
31
$1638
     
April 2027
S M T W T F S
        01
$1761
02
$1681
03
$1668
04
$1441
05
$1356
06
$1640
07
$1674
08
$1799
09
$1537
10
$1542
11
$1345
12
$1268
13
$1264
14
$1579
15
$1476
16
$1515
17
$1486
18
$1301
19
$1234
20
$1298
21
$1287
22
$1413
23
$1430
24
$1451
25
$1304
26
$1228
27
$1221
28
$1280
29
$1527
30
$1757
 
May 2027
S M T W T F S
            01
$1585
02
$1370
03
$1133
04
$1109
05
$1114
06 07 08
09 10
$1044
11
$1038
12
$1061
13
$1318
14
$1439
15
$1459
16
$1106
17
$1019
18
$1012
19
$1035
20
$1269
21
$1355
22
$1363
23
$1351
24
$1150
25
$1148
26
$1136
27
$1130
28
$1168
29
$1168
30
$1099
31
$1087
         
June 2027
S M T W T F S
    01
$931
02
$865
03
$1269
04
$1340
05
$1348
06
$1088
07
$797
08
$794
09
$811
10
$1058
11
$1153
12
$1156
13
$874
14
$805
15
$810
16
$1469
17
$1482
18
$1527
19
$1033
20
$887
21
$830
22
$796
23
$811
24
$1410
25
$1538
26
$1547
27
$1426
28
$826
29
$892
30
$997
     
July 2027
S M T W T F S
        01
$1113
02
$1214
03
$1243
04
$1014
05
$874
06
$841
07
$855
08
$960
09
$988
10
$999
11
$872
12
$795
13
$1223
14
$1221
15
$1058
16
$1125
17
$1139
18
$1021
19
$822
20
$807
21
$1164
22
$1172
23
$1162
24
$1224
25
$1076
26
$1113
27
$881
28
$889
29
$1143
30
$1216
31
$1219
August 2027
S M T W T F S
01
$1120
02
$757
03
$766
04
$997
05
$1169
06
$1300
07
$1311
08
$1021
09
$914
10
$919
11
$935
12
$1119
13
$1411
14
$1293
15
$977
16
$848
17
$821
18
$893
19
$1057
20
$774
21
$771
22
$688
23
$595
24
$576
25
$858
26
$1130
27
$1170
28
$1225
29
$607
30
$525
31
$505
       

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