Fleming-O

2 Bedrooms 1 Bathrooms Sleeps 6 Key West 792 sq. ft.

Fleming-O (pronounced “flamingo”) is located on one-way Fleming Street in the middle of historic Old Town Key West and only two blocks from world famous Duval Street and its restaurants, bars, art galleries, and shops.

First Bedroom

1 King

Second Bedroom

2 Twin

Living Room Sofa Bed

1 Sofa Bed

This conch cottage has all the modern amenities you would need.

The contemporary kitchen with a cathedral ceiling is equipped with a full-size refrigerator, stove/oven, all cookware, utensils and dishes. The kitchen has a dining table and seating for four in addition to two stools at the breakfast bar. Glass sliding doors open to a fenced, private deck that includes a gas grill, two chaise lounges, built-in benches, an outdoor dining table, and an outdoor shower. The living room contains a queen convertible sofa. All linens and towels, including beach towels, are supplied. The home is equipped with a washer and dryer located in a bathroom closet. The owners have installed a central air system, which is a luxury that few Old Town rental properties possess.

Both bedrooms share the common area bath, with double-basin pedestal sink and beautifully tiled walk-in shower. One bedroom has a king bed and the other has two twin beds. Both bedrooms and the living room contain flat-screen TVs. The large front porch is a few steps above the street, making it the perfect place to sit on the wicker chairs and relax with your morning coffee.

The location is ideal—just blocks from Blue Heaven and Pepe’s, the best breakfast spots in town. We also highly reccomend the following nearby spots: Mangia Mangia Pasta Café, Michaels Restaurant, Sarabeth’s Kitchen, Seven Fish, Conch Republic, The Boat House Bar and Grill, Alonzo’s, BO’s, and many more. The nightlife venues located within a short walking distance include Margaritaville, Willie T’s, The Green Parrot, Schooner Wharf, Rick’s & Durty Harry’s, The Hog’s Breath Saloon, Sloppy Joe’s, Irish Kevin’s, and Captain Tony’s.

PLEASE NOTE THAT THIS PROPERTY DOES NOT HAVE ACCESS TO A POOL.

You may use the pool at Dante’s if you utilize their food and beverage services or you may purchase a day pass using the link below at any of the hotels located near your rental.

https://www.resortpass.com/s/us/fl/key-west/pool?search_term=Key+West%2C+Florida&city_alias_id=26

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

  • Hangers
  • Kitchen
  • Wireless Internet
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Extra Pillows & Blankets
  • Living Room
  • Iron & Ironing Board
  • Lock on Bedroom Door
  • Private Entrance
  • Private Living Room
  • Shampoo
  • 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
  • Kitchen Island
  • Dining table
  • Coffee Maker - Kcup
  • Coffee Maker - Kcup and Drip
  • Blender

Home Safety

  • Fire Extinguisher
  • Smoke Detector
  • First Aid Kit

Outdoor

  • BBQ Area
  • Patio or Balcony
  • Deck Patio Uncovered
  • Grill
  • Fenced Yard
  • Outdoor

Entertainment

  • Satellite or Cable
  • Television

Facility

  • Single Level Home
  • Street Parking

Location

  • Historic District
LEAVE A REVIEW
January 25, 2026 - Track Survey

by Monika S

Lovely house, perfect neighbourhood, easy access,

May 16, 2025 - Track Survey

by Ann P

This trip was our second time staying at the Fleming-O. Great place, location and it's like coming home. Can't wait for our next visit. Thank you!!

May 5, 2025 - Track Survey

by Paul F

Ideal location for places we like to go in old town. Also on a 1 way street so less traffic noise than typical. Will utilize again.

March 10, 2025 - Track Survey

by Melissa H

The house was very clean. Check-in and check-out were made simple by a guest portal. Gracious staff who had a suitcase storage facility when we arrived earlier than check-in. Recommend going directly through Rent Key West as you avoid online app fees.

March 2, 2025 - Track Survey

by Cathy S

After several stays at Fleming-O over the last 12+ years, I’m pleased to say it’s as delightful and well-maintained as on day one. Spotless. Well-equipped. Optimal location. All dealings with the rental staff were efficient, helpful and friendly. All around 100% satisfied.

August 6, 2024 - Track Survey

by Susan S

It was the best rental in Key West!!!

We are glad you had a great time!  We hope too see you again!

July 22, 2024 - Track Survey

by Eva W

Perfect location & had everything we needed for a family vacation. We will be back!

Available
Unavailable
Check-In Only
Check-Out Only


February 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
$525
20
$762
21
22 23 24
$560
25
$563
26
$770
27 28
March 2026
S M T W T F S
01 02 03 04 05 06
$730
07
$741
08
$811
09
$717
10
$721
11
$718
12
$708
13 14
15
$708
16
$1092
17 18 19 20 21
22 23 24 25
$655
26
$663
27
$676
28
$693
29
$754
30 31        
April 2026
S M T W T F S
      01 02
$631
03
$653
04
$629
05
$585
06
$612
07
$481
08
$628
09
$632
10
$657
11
$652
12
$490
13
$435
14
$434
15
$472
16
$670
17
$697
18
$692
19
$667
20
$428
21
$414
22
$616
23
$619
24 25
26 27
$533
28
$522
29 30    
May 2026
S M T W T F S
          01 02
03 04 05 06
$422
07
$480
08
$529
09
$531
10
$425
11
$388
12
$376
13
$411
14
$507
15
$554
16
$569
17
$436
18
$380
19
$368
20
$400
21
$487
22
$517
23
$518
24
$505
25
$480
26
$478
27
$395
28
$461
29
$503
30
$505
31
$407
           
June 2026
S M T W T F S
  01
$355
02
$345
03
$375
04
$440
05
$491
06
$492
07
$395
08
$349
09
$338
10
$369
11
$431
12
$479
13
$482
14
$388
15
$362
16
$345
17
$380
18
$438
19
$473
20
$476
21
$385
22
$337
23
$328
24
$359
25
$422
26
$471
27
$477
28
$390
29
$342
30
$334
       
July 2026
S M T W T F S
      01
$366
02
$500
03
$500
04
$500
05
$501
06
$347
07
$338
08
$370
09
$434
10
$482
11
$481
12
$399
13
$339
14
$330
15
$392
16
$422
17
$473
18
$481
19
$390
20
$341
21
$331
22
$389
23
$424
24
$500
25
$516
26
$440
27
$379
28
$376
29
$402
30
$429
31
$463
 
August 2026
S M T W T F S
            01
$460
02
$366
03
$361
04
$361
05
$358
06
$397
07
$445
08
$442
09
$356
10
$311
11
$302
12
$328
13
$382
14
$427
15
$429
16
$346
17
$303
18
$295
19
$321
20
$454
21
$495
22
$473
23
$373
24
$298
25
$289
26
$315
27
$369
28
$419
29
$417
30
$359
31
$292
         
September 2026
S M T W T F S
    01
$284
02
$310
03
$410
04
$426
05
$470
06
$460
07
$405
08
$404
09
$305
10
$372
11 12
13 14 15 16 17
$355
18
$404
19
$410
20
$329
21
$291
22
$285
23
$314
24
$369
25
$424
26
$435
27
$347
28
$305
29
$300
30
$330
     
October 2026
S M T W T F S
        01
$388
02
$443
03
$458
04
$367
05
$321
06
$314
07
$345
08
$406
09
$460
10
$476
11
$539
12
$713
13
$731
14
$716
15
$751
16
$883
17
$907
18
$811
19
$803
20
$812
21
$828
22
$856
23
$951
24
$951
25
$881
26
$863
27
$858
28
$863
29
$877
30
$950
31
$490
November 2026
S M T W T F S
01
$414
02
$352
03
$370
04
$524
05
$643
06
$720
07
$717
08
$653
09
$346
10
$413
11
$409
12
$415
13
$478
14
$453
15
$357
16
$311
17
$304
18
$333
19
$395
20
$442
21
$457
22
$552
23
$337
24
$327
25
$541
26
$512
27
$514
28
$513
29
$516
30
$332
         
December 2026
S M T W T F S
    01
$365
02
$440
03
$532
04
$475
05
$496
06
$412
07
$392
08
$407
09
$374
10
$444
11
$499
12
$511
13
$425
14
$359
15
$352
16
$390
17
$461
18
$526
19
$568
20
$555
21
$469
22
$437
23
$677
24
$767
25
$1000
26
$1000
27
$1000
28
$1000
29
$1000
30
$1000
31
$1000
   
January 2027
S M T W T F S
          01
$899
02
$858
03
$561
04
$465
05
$467
06
$511
07
$634
08
$769
09
$
10
$
11
$
12
$
13
$
14
$
15
$
16
$
17
$
18
$
19
$
20
$
21
$
22
$
23
$
24
$
25
$
26
$
27
$
28
$
29
$
30
$
31
$
           
February 2027
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
$
           

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print