Escape on Fleming

2 Bedrooms 1 Bathrooms Sleeps 4 Key West 1280 sq. ft.

Escape on Fleming offers a wonderful retreat in Paradise. This two bedroom, one bath, two story apartment in a historic home. It has a private balcony and access to the shared dip pool in the back garden.

Main Bedroom

1 Queen

Bedroom 2

1 Double

This property is not allowed to accept pets.

Break away from it all at Escape on Fleming. This comfortable and fresh two bedroom one bathroom apartment is located in Historic Old Town. Conveniently located near charming Old Town restaurants such as Azur and Cafe Sole, yet off the beaten path, it is the perfect location for a relaxing escape. With wood floors and ceiling fans throughout, this apartment has the perfect feel for a Key West vacation.

Upon entering the front door the beautiful island colors of the living room invite you in. The sectional sofa provides ample room to enjoy the flat screen TV. A bright and cheery reading nook sits directly off the living room. The kitchen features stainless steel appliances and a beautiful glass tile backsplash. Just across from the kitchen is a small dining table with seating for four. The bathroom includes a pedestal sink, mirrored bathroom cabinet with storage space and tub with shower. The downstairs bedroom has a double bed and is decorated in traditional charm with calming blues and neutral browns.

The master bedroom space is accessed by a staircase near the front of the house. This room is spacious, open and offers plenty of closet space as well as a dresser with a flat screen TV. The queen bed is decorated in calming blues and greens and provides a nice contrast to the dark wood furniture throughout the room. If you need to get some work done, or inspiration strikes you, there is a desk offering you the space to do so. The master room also has private access to a balcony that overlooks Fleming Street. Here you can people watch with a cocktail at the end of the day or start it right with a Cuban coffee from the famous 5 Brothers just three blocks away!

In the shared backyard space there is a small pool for a quick dip and a relaxing rock waterfall.

Sleeps: 4, Bedding: 1 double, 1 queen

Please note: This is a Monthly vacation rental with a minimum stay of 30 days, excluding February.

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
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Towels
  • Hot Water
  • Dryer
  • Essentials
  • Living Room
  • Iron & Ironing Board
  • Washer

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

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Dishwasher
  • Oven
  • Dining table

Sports

  • 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
  • Paddle Boarding
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Television

Outdoor

  • Patio or Balcony
  • Balcony

Facility

  • Pool
  • Street Parking

Location

  • Historic District
  • Village

Pool

  • Communal Pool

Themes

  • Historic
  • Tourist Attractions
LEAVE A REVIEW
May 3, 2025 - Track Survey

by Mike S

Liked the location, staff was friendly & responsive, would stay again.

May 5, 2024 - Track Survey

by Mike Stauffer

A good stay, some needed improvements have been made. Staff were friendly and responsive.

March 2, 2024 - Track Survey

by Pat Kelly

Good

May 7, 2023 - Track Survey

by Peter Collins

Key west vacations was very responsive to our needs.

Thank you for your review.  We are so glad to hear that our team was responsive and helped to make your stay enjoyable. We look forward to welcoming you back again soon!

March 2, 2023 - Track Survey

by Pat Kelly

It sucked that the washing machine broke down but staff was very nice to help us get our clothes washed and replace bad appliance. Kyle was great.

Thank you for your Five Star review of Escape on Fleming.  We greatly appreciate your patience and understanding about the washing machine and we agree that Kyle is great!  We hope to welcome you back again soon!

May 1, 2021 - Website

Excellent getaway

by Danielle T.
I absolutely loved my stay at Escape on Fleming. It had everything I needed for a month long stay. The house was very clean and spacious. The washer and dryer were excellent to have. Location was perfect, walking distance to everything but still really quiet at night. The management company was so wonderful to work its. Made everything super easy, and they were very responsive.
February 1, 2021 - Website

Escape on Fleming

by Peter W.
we were at this unit for 29 nights and all in all would rate it a wonderful experience, great location of course in Old Town, and comfortable overall. There were a few housekeeping details to get fixed but the maintenance crew-- Seth and Shad-- were very understanding and great to work with, prompt and courteous. The office staff, including Jann and Paul, were patient and understanding, especially when we had an issue pop up with an unpleasant neighbor who rented a unit at the back of the building. We would rent this unit again if we return to Key West in the future.
October 1, 2020 - Website

Great place, good space

by Gary S.
It was an excellent experience with the rental company, Joyce was very nice to work with. The place was a wonderful "keys house". If I was the owner I would upgrade the cookware and the living room furniture, those two things would have made it exceptional.
February 1, 2020 - Website

Why go anywhere else?

by Francis Michael M.
This really is the perfect place in Key West, on the best, quietest street, yet near to everything. The location has everything you need, including washer and dryer. I have literally zero complaints.
December 1, 2019 - Website

Trying to winter in Key West!

by Cynthia K.
My husband and I have been coming to KW in Nov/Dec timeframe for approx. 15 years. This year, we decided to extend our stay for a longer time period to see if we could live here without treating it like "vacation". Escape on Fleming was a perfect spot to stay for a month and get that "living" experience. It has more than adequate space - there were even spaces in the apartment we didn't use at all. Two very minor items we would suggest for the owners to look at, 1) the stove doesn't open the whole way because it runs into the cabinet handle; this didn't stop us from using the stove, it just made it inconvenient and 2) the living room furniture is uncomfortable. I get it, wicker is popular in KW and we really don't spend a lot of time indoors when you are in KW. I worked while we were here and I made one of the couches in the living room my work area so it made the uncomfortableness a little more noticeable. Other than that - the property is described perfectly regarding location, amenities, layout, etc.; it has everything you need to feel like you have an apartment in KW!
April 1, 2019 - Website

Works for me!

by Mike S.
A location that's convenient to most places I like to visit while in Key West. Wish it has another bathroom. The rent continues to increase and sometimes significantly each year.
June 1, 2018 - Website

Escape On Fleming

by Michael M.
great
April 1, 2017 - Website

Escaped Again

by Mike S.
Had a relaxing month's stay at Escape on Fleming again. Weather in April more pleasant. Property well maintained and a convenient location. Property managers are cordial & responsive.
February 1, 2017 - Website

Home away from home!

by Recent Guest
This was my 2th year renting Escape on Fleming. When I turned on to the block the house was in I felt I was home. Great neighborhood because of the wonderful neighbors. When I was unloading my car they came out to greet me and said glad you came back. House is clean and if anything breaks down they do everything to get it fix as soon as possible. Very helpfull and friendly staffCole's Bakery is a block away. The Historic Harbor is maybe a 10 minute walk where you'll find The Boathouse and Schoonover Wharf Bar. You can have fun on Duval St and then walk back to a great neighborhood
June 1, 2016 - Website

A Great Escape!

by Mike S.
This property, called "Escape on Fleming" by (the property management company) was perfect in practically all respects. The property description was accurate, the location was central to the Old Town area including a grocery store, bike rental, restaurants, Duval Street and waterfront attractions. It was nicely decorated, immaculately clean and the property management company was responsive and cordial. Fleming Street does get a little noisy on weekday mornings with delivery trucks. Rent is overly inflated all over the island but yes, it is an island with limited space so that has to be tolerated. But that said, I'd stay there again without hesitation.
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November 2025
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June 2026
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$143
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July 2026
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$155
 
August 2026
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$143
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$136
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$133
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$139
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$143
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$136
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$132
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$134
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$140
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$148
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$137
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$133
         
September 2026
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$132
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$134
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$142
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October 2026
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