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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

4 Bedroom, 3 Bath Private Home With Pool For Monthly Rental

Bedrooms 4
Space 2,400 sq ft
Property type house
Minimum Stay 28 nights


About the property

4 Bedroom, 3 Bath Home with Dipping Pool

This 4 bedroom 3 bathroom house with a dipping pool is located in Historic Old Town, Key West. It is 5 blocks from Duval Street. The living room in the front of the house has a flat screen television, sofa and chair with ottoman. Down the hallway are two bedrooms; one with two twin beds, the other with a queen sized bed. Across the hallway from each bedroom are two bathrooms. The full kitchen with stainless steel appliances and granite counter tops is perfect for creating your own happy hour or hosting dinnertime feast. Guests can snack at the kitchen’s bar, eat formally at the granite dining table or venture outdoors onto the patio to dine poolside.

The second level of this home feels like another world with tall ceilings and open spaces. A kitchenette at the front of the house features a wet bar. Open the front porch to watch the people stroll down historic Southard Street. Relax in the second living space; a bathroom is conveniently located just off this room. The upstairs also hosts two lofts. The front loft has queen bed and the rear loft furnished with day bed and trundle. Sun bathe in the afternoon sun on the rear porch, which overlooks the pool. The stairs provide easy access to take a refreshing swim.

This home is perfect for two families wanting to vacation together.

More Details

Property Manager
Courtney Reynolds
Member since: 2013
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
March 1, 2018

About Courtney Reynolds

We have been vacationing in Key West since the 60's! We have enjoyed it so much over the years that we decided to spend a good portion of our retirement in Key West. We love the culture, Art, Food, and great weather! We live in Key West and will help with Keys and any maintenance questions you have about the house while in Key West. My Daughter in Law will be handling the bookings and any online questions you may have.

Why Courtney Reynolds chose Old Town

We bought this property 7 years ago to serve as additional hosting capacity for our frequent guests and family that love to visit us in Key West. During the times that they are not visiting we like to rent it out to other travelers.

What makes this house unique

This is a great house that is close to shopping, dining, swimming, and an array of island fun.

Guestbook comments from the manager

We had a great time at this Southard Street house. It was so close to Duval Street and everything else. The pool was a great refresher from the July sun. The house was very clean.
Jun 2013
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Old Town House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2400 sq ft
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • children welcome
  • non smoking only
Location Type:
  • Village
  • Away From It All
  • Family
  • Historic
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , combination tub/shower
  • 4 Bedrooms, Sleeps 10
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 twin/ single
    Bedroom 4 - 2 twin/ single , Daybed with Trundle
  • 4 bedrooms total. Ground floor has 1 room with a Queen bed and 1 room with two twin beds. Upstairs has 1 room with a Queen bed and 1 room with a daybed and twin trundle bed. A sofa in the ground floor living room and second level living area have pull out beds.
  • Books
  • Satellite / Cable
  • Television
  • Balcony
  • Deck / Patio
  • Outdoor Grill
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • paddle boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • water tubing
  • wind-surfing


5/5 -
(5 traveler reviews)

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4 Bedroom, 3 Bath Private Home With Pool For Monthly Rental
average rating of 5.0 based on 6 reviews

This is the absolute best choice for a month or longer stay in Key West.

  • 5 of 5

The location is phenomenal! Five Brothers coffee across the street, quiet but close to downtown, city marina is close and Mangia Mangia is 100 feet away! The house is a perfect mix of Old Town style and updated comfort. The loft bedrooms stay remarkably cool and the second story has a great room, bar, front porch and a huge private rear deck. The owners are friendly and easy to work with. I have been staying in Key West for 15 years and this is easily my favorite rental!

  • Submitted: Aug 13, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Beautiful historic and fun Key West house!

  • 5 of 5

We rented this house site unseen for the month of June while getting married in Key West, and it was even more impressive in person! Property owners were available quickly for questions when we arrived. Don't forget to turn on the lights in the pool at night for a beautiful scene. Kitchen was well stocked with dishes, pots and pans etc, and there was plenty of space for our guests. We wish we could come back every year, highly recommended!

  • Submitted: Dec 25, 2014
  • Stayed: May 2014
  • Source: HomeAway
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Shermans Dale Pa

tim and lumpy

  • 5 of 5

Other than some minor problems the vacation was great. The house was excellent. The owners of the house were very helpful and there when you needed them. I would recommend staying here anytime. The house was very nice and clean. Great location close to everything you would want to do. Everyone in my group loved the house and the location It could not of been better.

  • Submitted: Nov 3, 2014
  • Stayed: September 2014
  • Source: VRBO, from HomeAway
Owner's Response: Tim- Thanks so much for your kind words about the property. We are so glad you enjoyed your stay. We hope to see you again in the future. Sincerely, Courtney
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1 0

Great family vacation!!!

  • 5 of 5

Our family (7 adults - 5 were 30 yr olds - and one granddaughter) had a wonderful Christmas holiday at this charming house. It is conveniently located for Duval St. and waterfront activities, and good restaurants (especially Michaels) are right around the corner. The pool was great for our 2 1/2 granddaughter, and the home was very clean and well equipped. We have now been to Key West for 3 Christmas holidays and just love the weather in Dec. We did have a car which made getting to the beach a possibility, but our son-in-law rode his bike to the beach. We would definitely consider returning to this house another year.

  • Submitted: Feb 1, 2014
  • Stayed: December 2013
  • Source: VRBO, from HomeAway
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Walking distance to Duvall but quiet

  • 5 of 5

This is a great conch house. It's three blocks to Duvall Street and all of the action, but quiet location. Great to have super private pool. Plenty of room for the whole family to spread out. Kids loved the loft rooms. Brand new kitchen. It was great to have the famous Three Brothers cafe on the corner for Cuban sandwiches and cafe lattes. Highly recommend.

  • Submitted: Sep 4, 2013
  • Stayed: November 2012
  • Source: VRBO, from HomeAway
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Nearest Airport
3.3 Miles
Key West International Airport
Nearest Barpub
0.5 Miles
Sloppy Joe's
Nearest Restaurant
0.1 Miles
Nearest Beach
2.6 Miles
Smathers Beach
Car: not necessary

This is a wonderful home located just 5 blocks from historic duval street- close enough to walk to all it's attractions, but far enough away to get a good nights sleep. 5 minute walk to the waterfront. Walking distance to some of our favorite restaurants, pepe's, eat it raw half shell, sarabeth's, and michael's.




Additional information about rental rates

Refundable damage deposit $500
Tax Rate 12.5%

Rates vary by season. $4,500-$8,500. Initial $1000 reservation fee is non-refundable.

Check-in time is 4pm. Check out time is 10am.

We provide complimentary cleaning service once every 2 weeks during your stay.

Manager's Cancellation Policy

100% refund if canceled at least 90 days before arrival date.

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