Entire home·Private host

Historic Old Town Key West Rental Compound - Private, Sleeps 20

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Outdoor pool, a heated pool
Property map
Dining
Fridge, microwave, oven, stovetop
Interior

Reviews

10 out of 10
Exceptional

Entire home

10 bedrooms4 bathroomsSleeps 23465 sq m

Popular amenities

  • Hot tub
  • Washer
  • Parking available
  • Pool
  • Barbecue grill
  • Outdoor space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪4 min walk‬
  • Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Key West Lighthouse and Keeper's Quarters Museum
    ‪6 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Old Town Key West Rental Compound - Private, Sleeps 20

This private four (4) house compound sleeps (20) guests and is has a private 10′ x 25′ heated pool including a 5’ x 10’ heated Jacuzzi. In addition, there is a private 8′ x 10′ heated Jacuzzi, Starlink high speed wi-fi network, and CCTV in the common elements (garden (2), pools (2), and property perimeters (3). There are brick walkways, and a 10′ x 40′ sun deck, including a stainless steel propane barbecue, chaise lounges for sunbathing and relaxing; and tables and chairs for dining. The design of the property lends itself perfectly for large gatherings with friends and family. This is a very unique Key West property for guests looking for a private,, authentic Key West experience.

1. MAIN HOUSE

Overview
The Main House is a two (2) story 100+ year old, recently completely renovated “Conch” house. The house has an open downstairs floor plan, and four (4) private bedrooms upstairs. There is a downstairs wraparound porch, and a complimenting upstairs wrap around balcony, both of which overlook the pool, sundeck and Thomas Street. All window, door and floor trim is turn of the century style, and all windows are 6 / 6 double-hung sash.

The house has a Starlink high speed wi-fi network, streaming internet TV, and four (4) SMART HDTVs ((2) 40" Samsung SMART HDTVs, (1) 40" Sony SMART HDTV, and (1) 32" Samsung SMART HDTV). The house has five (5) tons of central air conditioning, and six (6) 52″ Hunter ceiling fans; there is a full size Whirlpool washer and dryer located at the rear of the house. There is a propane barbecue located on the pool deck.

The house can comfortably accommodate a maximum of eight (8) guests.

All linens and towels are furnished.

There are two (2) off-street parking spaces on the property.

First Floor
The kitchen, dining room, living room are located on the first floor. Located off the living room is a half bathroom, which has a pedestal sink. The downstairs floor is a Golden Oak Pergo, and the downstairs ceiling is 9’ high.

Kitchen
The contemporary galley kitchen is new with maple cabinets, Corian countertops, and a double compartment, integrated Corian sink. Kitchen equipment includes a GE range, GE microwave, GE dishwasher, garbage disposal, Samsung side-by-side refrigerator with icemaker and serve through ice and water dispenser, coffee maker, toaster, dishes, flatware, glasses (service for 8), pots, pans, and all basic cooking utensils. There is a set of two (2) French doors providing access from the kitchen to side porch, pool, and sundeck.

Dining Room
The dining room has a wood Parson's dining room table with seating for eight (8). There is a ceiling fan in the dining room.

Living Room
The living room has a sectional sofa with a queen sleeper and a lounge seat, a reading chair, an entertainment center, and a 40" Samsung SMART HDTV. The living room has recessed lighting, and a 52" Hunter ceiling fan.

Second Floor
The second floor has four (4) private bedrooms – (2) queen beds and two (2) full beds. Each bedroom has a ceiling fan, and there is a 40" Samsung SMART HDTV in one bedroom, a 40" Sony SMART HDTV in another bedroom, and a 32" Samsung SMART HDTV in another bedroom. One bedroom provides access to the 275 square foot wrap around balcony, which overlooks the pool and sundeck, and Thomas Street. The second floor is carpeted, and there is a new full bathroom located on the second floor.

2. TURTLE HOUSE

Overview
The Turtle House is a 100+ year old recently completely renovated “Conch” house. The house can be described as having “an open, crisp, private space”. The house has two (2) gabled ceilings, which creates a contemporary, spacious living environment. The downstairs floor is Golden Oak Pergo. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double-hung sash. All linens and towels are furnished.

The house has a Starlink highspeed Wi-Fi network, a 43" Samsung SMART HDTV, and two (2) 26" Samsung 26″ SMART HDTVs. The house has central air conditioning, a ceiling fan, and access to a stacked washer and dryer. There is a stainless steel propane barbecue located on the pool deck.

The house can comfortably accommodate a maximum of five (5) guests – who are comfortable sharing an open living environment.

First Floor
The kitchen, dining, living, and bathroom are located on the first floor. An architectural beam containing halogen lighting extends the entire length of the house. The bathroom, located off the living room, is completely new and has recessed LED lighting, a full shower, and sink. There are two (2) sets of French doors providing access to the rear courtyard where the 8’x10′ heated Jacuzzi is located.

Kitchen
The contemporary galley kitchen is new with maple cabinets, black Zimbabwe granite countertops, stainless steel single compartment sink, and the ceiling has recessed LED lighting. Kitchen equipment includes an under the counter GE refrigerator, an under the counter Sub-Zero freezer with icemaker, a stainless steel electric range, garbage disposal, Quasar microwave, and Braun coffee maker, Krupps toaster, dishes, flatware, glasses (service for 6), pots, pans, and basic cooking utensils.

Dining Room
The dining room has a wood Parson's dining room table with seating for six (6), and a maple with black Zimbabwe granite service credenza – complete with wine rack.

Living Room
The living room has one (1) queen sleeper sofa, a queen bed, a relaxing chair, a 43" Samsung SMART HDTV, and an Onkyo receiver.

Master Loft Sleeping Area
A staircase is used to access the master loft sleeping area. The loft has a queen size bed and a 26" Samsung SMART HDTV.

Guest Loft Sleeping Area
A staircase is used to access the guest loft sleeping area. The loft has a full size bed and a 26" Samsung SMART HDTV.

3. CIGAR HOUSE

Overview
The Cigar House is a 100+ year old “Cigar maker’s house”. The recently completely renovated house is charming, spacious, secluded and private. The cottage has a raised vaulted wood ceiling, creating a rustic, Caribbean ambiance. The downstairs floor is the original Dade County Pine. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double-hung sash. All linens and towels are furnished.

The house has a Starlink high speed wi-fi network, a 32" Sony SMART HDTV, and a 26" Sony SMART HDTV. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a stainless steel propane barbecue located on the pool deck.

The cottage can comfortably accommodate a maximum of four (4) guests – who are comfortable sharing an open social living environment.

First Floor
The kitchen, living, dining, sitting, and bathroom are located on the first floor. The living room has a queen sleeper sofa/daybed, a 32" Sony SMART HDTV. The bathroom, located off the living room, has been recently completely renovated and has a vaulted ceiling and full sized marble walk-in shower.

Kitchen
The kitchen is new and contemporary with mahogany cabinets, white Corian countertops, and integrated Corian sink, and serve thru access to the dining room. The ceiling is vaulted with architectural beams and LED lighting. The kitchen has a pantry, refrigerator, electric range, garbage disposal, microwave, and Braun coffee maker, Krupps toaster, dishes, flatware, glasses (service for 6), pots, pans, and all the basic cooking utensils. There is a French door providing access to the rear deck where the washer and dryer are located.

Loft Sleeping Area
A ladder is used to access the loft sleeping area. The loft has a full size bed, and a 26" Sony SMART HDTV.

4. CONCH HOUSE

Overview
The Conch House is a 100+ year old “Cigarmaker’s house. The house is recently renovated, charming, spacious, secluded and private. The raised vaulted ceiling creates an open living environment. The downstairs floor is the original Dade County Pine. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double hung sash. All linens and towels are furnished.

The house has a secured wi-fi network, a 32" Sony SMART HDTV, and a 26" Samsung SMART HDTV. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a stainless steel propane barbecue located on the pool deck.

The house can comfortably accommodate a maximum of five (5) guests – who are comfortable sharing an open sociable living environment.

First Floor
The kitchen, living/dining room, a small bedroom, and a full bathroom. There is a full sleeper sofa/day bed and a 32" Sony SMART HDTV in the living room. There is a full bed in the small bedroom located between the kitchen and the living room. The bathroom, located off the small bedroom, has been recently completely renovated – it has a vaulted ceiling, recessed lighting, oak cabinets, and black granite vanity top.

Kitchen
The kitchen has serve thru access to the dining/living room. The kitchen ceiling is vaulted with recessed LED lighting. There is a stainless steel gas range, a stainless steel refrigerator, microwave, Braun coffee maker, garbage disposal, Krupps toaster, pots & pans, all basic cooking utensils; and dishes, flatware, glasses (service for 6). There are (2) French doors providing access to the rear deck where the washer and dryer are located.

Loft Sleeping Area
A ship's ladder is used to access the loft sleeping area. The loft has a queen size bed, and a Samsung 26″ HDTV.
During your stay at this holiday home, you're just a quick walk from Duval Street. Enjoy features like an outdoor pool and 1 hot tub. The holiday home offers free WiFi and a private pool.
  • Air-conditioned home with private pool, kitchen and washing machine
  • Free WiFi
  • Take a swim in the outdoor pool or soak in the hot tub
  • Amenities include a car charging station
  • Just a 4-minute walk from Duval Street and 5 minutes on foot from Ernest Hemingway Home and Museum
Historic Old Town Key West Rental Compound - Private, Sleeps 20 offers its guests an outdoor pool and Access to hot tub.

Property manager

Steven Justi

Languages

English

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool
  • Spa tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 10 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Bicycles
  • Heated pool

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Electric car charging station
  • Unit size: 5,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

Key West Old Town Rental Compound - Private, Sleeps 23 Key West

Historic Old Town Key West Rental Compound - Private, Sleeps 20 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Ronald K.

Liked: Cleanliness
Kunse Family Christmas
Very good location. I don’t remember much conversation with prop mgr and your review wouldn’t let me leave it blank.
Stayed 7 nights in Dec 2024

10/10 Excellent

Thomas C., Palm City, FL

Liked: Cleanliness
Fantastic Proprty
The property was conveniently located to everywhere. We wanted to be, sites, restaurants, and all Key West has to offer! The grounds and the pool were enjoyed by all
Stayed 4 nights in Jul 2024

8/10 Good

david p.

Liked: Cleanliness
Alumni organization
It was a great place to get away and enjoy the group You are staying with
Stayed 5 nights in Mar 2024

10/10 Excellent

Jocelyn N B.

Liked: Cleanliness
Nice Place For A Group
This place was great for our company's annual executive planning meeting. We had a nice space to meet each day while the significant others were able to hang out in the smaller houses and enjoy the pool. Quiet neighborhood but super close to a lot of restaurants and bars including Duval Street. Small bedrooms in the main house along with one full bathroom is the only down side, but overall would recommend.
Stayed 5 nights in Nov 2023

10/10 Excellent

James B.

Liked: Cleanliness
An amazing Oasis
The property is immaculate. The location is superb. The owner was delightful to work with.
Stayed 8 nights in Jul 2022

10/10 Excellent

Scott D.

Liked: Cleanliness
Father/Son trip
We couldn’t have asked for a better experience. The house, location and amenities all exceeded our expectations. We will be sure to come back for years to come and have a number of friends who will likely book the same experience.
Stayed 4 nights in Jun 2022

10/10 Excellent

Chris T.

Liked: Cleanliness
Great property and location
Beautiful property, would definitely recommend for large groups looking to stay in the heart of Old Town Key West.
Stayed 4 nights in May 2022

10/10 Excellent

Kathy B.

Liked: Cleanliness
Key West Family 2021
Nice property. Very convenient. Loved everyone having their own space. Pool was awesome. I definitely would rent again.
Stayed 7 nights in Dec 2021

10/10 Excellent

Kim P.

Liked: Cleanliness
Great space for a large group-
We took over all four houses. The property was spotless and nice mature landscaping. - large pool area perfect for gathering. Location is great. Steven was a very responsive host. Rooms tend to be small and closet space limited but not really a problem if know that going in - and it’s Key West. Didn’t need many clothes
Stayed 5 nights in Nov 2021

10/10 Excellent

Virginia C.

Liked: Cleanliness
Key West at its Best
Great location and wonderful property!
Stayed 4 nights in Jun 2021

10/10 Excellent

Matthew S.

Liked: Cleanliness
Great Spot
Really enjoyed it.
Stayed 4 nights in May 2021