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
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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May 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 30
31            
June 2026
S M T W T F S
  01
$709
02
$692
03
$689
04
$1154
05 06
07 08
$649
09
$760
10
$755
11
$962
12 13
14
$768
15
$747
16
$729
17
$1161
18 19 20
$1076
21
$834
22
$797
23
$794
24
$781
25
$1062
26 27
28 29
$855
30
$812
       
July 2026
S M T W T F S
      01 02 03 04
05
$1011
06
$1397
07
$1283
08
$1280
09
$1284
10
$1248
11
$1074
12
$1068
13
$1059
14
$1056
15
$1110
16 17 18
19 20
$1012
21
$1010
22
$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
$692
04
$686
05
$805
06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21
$818
22
$823
23
$668
24
$588
25
$560
26
$589
27 28 29
30
$1014
31
$560
         
September 2026
S M T W T F S
    01
$556
02
$578
03
$719
04 05
06 07
$703
08
$697
09
$585
10
$661
11
$729
12
$747
13
$601
14
$548
15
$536
16
$559
17
$873
18
$894
19
$870
20
$860
21
$548
22
$539
23
$570
24
$658
25
$720
26
27 28 29
$584
30
$611
     
October 2026
S M T W T F S
        01
$813
02
$858
03
$866
04
$885
05
$638
06
$656
07
$717
08
$990
09
$884
10
$950
11
$1001
12
$797
13
$800
14
$737
15
$824
16
$988
17
$1130
18 19 20 21 22 23 24
25 26 27
$903
28
$907
29
$991
30
$1074
31
$1100
November 2026
S M T W T F S
01
$1037
02 03 04 05 06 07
08 09
$1079
10
$1122
11
$1095
12
$1173
13
$1181
14
$1184
15
$998
16
$889
17
$884
18
$905
19
$1002
20
$1066
21
$1075
22
$1006
23
$949
24
$954
25
$1559
26
$1614
27
$1612
28
$1410
29
$1032
30
$849
         
December 2026
S M T W T F S
    01
$837
02
$873
03
$973
04
$1130
05
$1137
06
$985
07
$949
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
$1897
03
$1639
04
$1470
05
$1467
06
$1524
07
$1713
08
$1716
09
$1623
10
$1416
11
$1336
12
$1344
13
$1377
14
$1633
15
$1986
16
$2156
17
$1990
18
$1615
19
$1616
20
$1532
21
$1764
22
$1793
23
$1678
24
$1569
25
$1471
26
$1504
27
$1502
28
$1544
29
$1681
30
$1729
31
$1599
           
February 2027
S M T W T F S
  01
$1538
02
$1509
03
$1533
04
$1734
05
$1886
06
$1914
07
$1697
08
$1632
09
$1626
10
$1652
11
$1856
12
$2015
13
$2073
14
$1896
15
$1891
16
$1893
17
$1783
18
$2016
19
$2131
20
$2156
21
$1855
22
$1730
23
$1752
24
$1774
25
$1961
26
$2076
27
$2049
28
$1820
           
March 2027
S M T W T F S
  01
$1680
02
$1653
03
$1714
04
$1932
05
$1999
06
$2032
07
$2052
08
$2130
09
$2130
10
$2083
11
$2060
12
$2046
13
$2104
14
$1917
15
$1893
16
$1908
17
$1907
18
$1996
19
$2020
20
$1993
21
$1791
22
$1643
23
$1583
24
$1695
25
$1910
26
$1858
27
$1871
28
$1760
29
$1612
30
$1514
31
$1663
     
April 2027
S M T W T F S
        01
$1810
02
$1714
03
$1699
04
$1631
05
$1410
06
$1552
07
$1574
08
$1761
09
$1725
10
$1561
11
$1563
12
$1307
13
$1290
14
$1564
15
$1745
16
$1807
17
$1772
18
$1589
19
$1438
20
$1239
21
$1270
22
$1429
23
$1491
24
$1508
25
$1373
26
$1218
27
$1227
28
$1307
29
$1559
30
$1794
 
May 2027
S M T W T F S
            01
$1778
02
$1369
03
$1261
04
$1255
05
$1247
06
$1275
07
$1413
08
$1429
09
$1153
10
$1060
11
$1053
12
$1264
13
$1573
14
$1717
15
$1740
16
$1176
17
$1043
18
$1062
19
$1043
20
$1297
21
$1384
22
$1392
23
$1379
24
$1195
25
$1198
26
$1196
27
$1265
28
$1345
29
$1347
30
$1238
31
$1166
         

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