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Little Paradise, Historic Harbor Old Town Key West 2/1.5

Photo gallery for Little Paradise, Historic Harbor Old Town Key West 2/1.5

Exterior detail
Property grounds
Living area
Living area
Dining

Reviews

8.2 out of 10
Very good
2 bedrooms1+ bathroomSleeps 4876 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Studios of Key West
    ‪1 min walk‬
  • Place, Duval Street
    ‪12 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪15 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

1 bathroom, 1 half bathroom

Bathroom 1

Shower only

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Dining area

About this property

Little Paradise, Historic Harbor Old Town Key West 2/1.5

Come enjoy Island Living at it’s finest, Your own “Little Paradise”. This Two Bedroom One and a half bath home is nestled on a quiet one way street in The Historic Seaport District. This location is desirable for being walking distance to Duval Street and the proximity to 5 star restaurants, art galleries and all that Key West has to offer.

The house is furnished in a coastal cottage décor. The living room has a sofa and seating area that overlooks a quiet deck, that is perfect for drinking your morning coffee. Kitchen is fully equipped with everything you could need, microwave, toaster and coffee maker. Dining area with table and seating for 4 or you can eat outside on the deck under the beautiful banyan tree. The banyan tree provides shade to the side deck. The master bedroom has a King size bed with an armor, desk and TV. The 2nd bedroom has two twin beds (that can be made into a king, when request). The home has 2 bathrooms, perfect for those that don’t want to share. Home has high speed Wi-Fi, cable, central air and ceiling fans in every room, linen for all bedding.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Strip any used beds
Take out the trash
Turn off the lights and lock the doors
Leave used towels and sheets on floor, was any used dishes
Failure to complete these may result in a negative review from the host.

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Key West

Located in Key West, this vacation home is in the city center. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
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Map
Key West, FL

What's nearby

  • Studios of Key West - 1 min walk - 0.0 km
  • Duval Street - 12 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 5 min drive - 2.7 km

Getting around

  • Key West Intl. Airport (EYW) - 8 min drive

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬10 min walk
  • ‪Dions Truman & White - ‬10 min walk
  • ‪Half Shell Raw Bar - ‬10 min walk
  • ‪Pepe's Cafe - ‬10 min walk
  • ‪Sandy's Café - ‬10 min walk

Frequently asked questions

Is Little Paradise, Historic Harbor Old Town Key West 2/1.5 pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Little Paradise, Historic Harbor Old Town Key West 2/1.5?

As of Apr 17, 2026, prices found for a 1-night stay for 2 adults at Little Paradise, Historic Harbor Old Town Key West 2/1.5 on Apr 26, 2026 start from $450, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Little Paradise, Historic Harbor Old Town Key West 2/1.5?

Check-in begins at 4:00 PM.

What time is check-out at Little Paradise, Historic Harbor Old Town Key West 2/1.5?

Check-out is at 11:00 AM.

Where is Little Paradise, Historic Harbor Old Town Key West 2/1.5 located?

Located in Old Town Key West, this vacation home is within a 15-minute walk of Key West Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mi (2 km).

Reviews

8.2

Very Good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 25 reviews
Rating 8 - Good. 8 out of 25 reviews
Rating 6 - Okay. 4 out of 25 reviews
Rating 4 - Poor. 1 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

8.8/10

Cleanliness

4.0/10

Property conditions & facilities

9.2/10

Check-in

8.2/10

Communication

9.6/10

Location

7.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jonathan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome visit

Quaint cottage, excellent stay! Would stay there again for sure. Loved being on the lane with minimal traffic.
Stayed 14 nights in Jan 2025
Verified

6/10 Okay

Darrell W.

Liked: Check-in, communication, location
Disliked: Listing accuracy
Drawbacks:- The hot tub was not working as advertised- Needed some general repairs (toilet seat in 1/2 bath was not attached, GFI in main bath could not be reset- Could not turn the heat on which was needed a couple of days- The decks and outside furniture needed to be cleanedPositive:- Great location- The place was clean inside, and a lot of supplies were available- Beds were super comfortable (especially master)- Ceiling fans were a plus
Stayed 21 nights in Jan 2026
Verified

10/10 Excellent

Thomas G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Short walk to heart of Key West but farm enough away to enjoy some peace and quiet.
Stayed 9 nights in Dec 2024
Verified

10/10 Excellent

Emeline C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Little Paradise

Comfortable place and nice area
Stayed 7 nights in Feb 2025
Verified

10/10 Excellent

Theresa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Walkable

We like to walk so it was just the right distance for us.
Stayed 14 nights in Feb 2023
Verified

10/10 Excellent

James W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House and Location

We had a super nice 2 week vacation at Little Paradise. The owners have thought of everything, at least for us, to provide all the comforts of home for our stay. The management team was extremely responsive to any question or concern. Thank you for a perfect Key West vacation!
Stayed 14 nights in Dec 2023
Verified

8/10 Good

Gail F.

Liked: Cleanliness, check-in, communication, location

Cute vottage

Lovely week
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Shanna L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West

Perfect for our family. Well furnished kitchen, deck with outside seating & table, new bbq grill. Everything we needed & walking distance to Duvall Street, restaurants, bakeries. A few minor things need some TLC, but nothing that affected our stay. Owner communicated well with us.
Stayed 7 nights in Mar 2024
Verified

8/10 Good

Susan p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Almost Paradise

Was expecting a tv that was pictured in the master bedroom that wasn’t there. Sadly, roaches appeared in the bathroom cabinet with my things our last night here. Ugh!Comcast was not working well as the volume was barely audible for most of the day but would increase a bit at night, not really enough. The towel rack in the half bath was broken when we arrived and wasn’t fixed during our week long stay.The cottage is beautifully appointed and we enjoyed our stay overall.
Stayed 7 nights in Apr 2025
Verified

8/10 Good

Michael P.

Liked: Cleanliness, location
Disliked: Check-in, communication, listing accuracy

28th anniversary

Check-in delayed 2 hours for cleaning. Air-conditioner preset @ 74. Refrigerator would not seal.(Used tape) The deck is lacking outside maintenance ( broken hot tub, needs power washing). The last night of our stay another guest was attempting to check-in???? Sadly, poorly managed. needspowewashed)needs p
Stayed 7 nights in Feb 2025
Verified

4/10 Poor

Christine

Disliked: Property conditions & facilities, communication
Hot water did not work had to take time at of our vacation to wait for service. Things happen but property manager did not apologize for any of it!
Stayed 7 nights in Feb 2024
Verified

2/10 Terrible

Brad H.

Liked: Cleanliness, check-in, location
Disliked: Listing accuracy

Issues never resolved

1 Star, would not deal with this dishonest group. The property and location though great as other reviews here accurately mentioned. The problem: The spa/hot tub was dead on arrival. Never worked from the beginning. It is quite old and understandable has a long wait for a mechanical part, at least they said. It has been almost one week since check-out and repeated attempts to request a partial refund for the hot tub not working, have not been obliged. I would not have rented a house without a hot tub. I understand though that things happen. Just that they will not provide even a small refund reflects poorly.
Stayed 11 nights in Nov 2024
Verified

6/10 Okay

James R.

Liked: Location
Disliked: Communication

Key West 2022

Location was nice, cottage was nice, could have used screens on some doors and windows. Outside area was disgusting, spent a few hours cleaning chicken and iguana poop off of everything. Hot tub was mildewed and needed a good cleaning. First week was nice and peaceful, second week the neighbors changed and party’s and arguments started between 2 groups, so much for a quiet neighborhood.
Stayed 14 nights in Mar 2022
Verified

10/10 Excellent

Paul S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Little Paradise - March, 2022

We've just finished a three week stay at this classic Old Town "Conch Cottage". Notably, it was, at an earlier time, the home of the distinguished author and Pulitzer Prize winning author Alison Lurie. Our stay was comfortable. The neighbor hood lovely. Visually the bungalow's appearance is authentic early to mid 20th century while its systems and appliances are modern. The landscaping needs attention mainly as a result of leaves from the large banyon trees that are surrounded by the deck.
Stayed 21 nights in Mar 2022
Verified

10/10 Excellent

Julie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This was Paradise

We loved this cottage!We lived on the beautiful shady deck and enjoyed cooking in the well equipped kitchen. The house was spotless when we arrived and very comfortable,in a quiet neighborhood. Parking was not an issue, found a non resident spot on the road and didn’t use the car again.
Stayed 9 nights in Feb 2022
Verified

8/10 Good

Kellee R.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Perfect family rental

We needed a place to stay for our family+ dog and this rental worked out great!
Stayed 27 nights in Dec 2021
Verified

8/10 Good

Matthew G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hot tub misrepresented

It was a nice stay. FYI the hot tub is NOT as private as the pictures make it seem. It was a great location and the owners/managers were very accomodating.
Verified

10/10 Excellent

Kelly V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Retirement Key West celebration

This was a last minute Key West trip for us to celebrate my retirement. We have been coming to Key West for 30 years and this was a last minute rental. The house is absolutely charming and perfect for a couple or a family with two children. Bonus points for it being so pet friendly. It was a little further off of Duval than we usually rent but the bonus there was the quaintness of the neighborhood and having 5 brothers Coffee right around the corner. Has all the amenities you need. My only suggestion for improvement is to spruce up the outside. All the homes on Stump Lane are lovely and this one could use a little pressure washing or paint and it would be right in line. I would absolutely stay there again. Dasha was incredibly responsive and it was just a perfect trip.
Stayed 7 nights in Apr 2021
Verified

6/10 Okay

Patty R.

Liked: Location

Not all we were looking forward too

The property comes with a few requirements. The guest has to clean the house-toilets, shower, mop floors, strip beds, clear frig, clean outside grill, kitchen before leaving or your deposit is in jeopardy. Having paid a cleaning fee, this is a little much. The manager was cooperative. The house was not setup as we requested, there were no additional sheet sets so we could do it, the hot tub was dirty, main room TV didn’t work correctly, TV in main bedroom had no remotes. Manager sent someone to clean the hot tub and figure out TV. Hot tub drained and refilled but water in system not cleared so dirty again once the tub was turned on. Gave up on that. Exterior not clean, outside seating cushions were not clean. Also can’t set the AC temp lower than 74. Inside of house clean, with everything you need. Location great if you like walking. Rented bikes so didn’t have to move the car. Tough to find parking close to house. Most parking marked residential on the street. Virus measures closed everything we had planned to do down so left day 4 of our 7 day rental.
Verified

6/10 Okay

Lynne B.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

We enjoyed our stay - house could be better .

Ice machine not working No closets No live TV. Roko was not set for any live tv Washing machine needs repair. It’s going to blow up. ( men working on the house next door. Sawing and hammering all day ) We enjoyed our trip
Verified

8/10 Good

Josh B.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Great Location, charming property

Please note, this is NOT a 2 bath property- it has one full bath and one powder room. Otherwise a quintessential charming and quaint old town, Key West property. Great outdoor space on a quiet lane, but still very walkable to most of town.
Stayed 8 nights in Dec 2019
Verified

10/10 Excellent

Ed C.

Stump Lane House

Very nice home - comfortable and well-appointed. Met our needs well!
Verified

8/10 Good

Donald D.

Charming and well located house.

This is an older house with lots of charm and within walking distance of Duval Street and restaurants. It has been well cared for and is very neat and clean. On the down side...parking. If you are not happy to search for a parking space and then able to walk two or three blocks back to the house, this might be a problem.
Stayed 9 nights in Dec 2018
Verified

8/10 Good

Joyce P.

Property is very nice parking was always a pain

House very cozy with alll the comforts of home . The big tree in the yard provided nice coffee mornings and late afternoon breezes . Beds slept well. Don’t expect much on the tv. Close to a few good restaurants,.. try Blossoms for a good breakfast or lunch . A few blocks from Duval street and about a mile to the beach. Nice somewhat quite area.
Stayed 7 nights in Feb 2018
Verified

10/10 Excellent

Edward and Kerry R.

Great little property on a quiet street!

Had a great time as always, usually stay in hotels but this trip had the dog and family members. Was terrific, excellent location, quiet, and very helpful realtor Dasha Ray! Thank you!
Stayed 7 nights in Dec 2017

About the host

Hosted by Dasha Ray

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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