Privately Owned Vacation Rental Properties

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Windward Isle, Key West, Florida Vacation Rental by Owner

Vacation Rentals, Key West Vacation Rental Cabin



  • Bedrooms:
    2
  • Bathrooms:
    1
  • Sleeps:
    6
  • Cabin
  • Reviews:
    0
  • Views:
    1

Last Updated: 10/01/2025

no service fees

Description

Windward Isle

Dreaming about a tropical vacation? This two-bedroom, one-bathroom cottage in Key West is the perfect destination - a private hot tub, garden, and a great location downtown will make this your best vacation yet!

Located only half a block from the restaurants and bars on Duval Street, you'll have plenty to do within walking or biking distance of this rental, so leave your car in the private parking space provided. Check out the Ernest Hemingway Home and Museum, Fort Zachary Taylor Historic State Park, or say goodbye to land for a while and hop on a sailboat for a romantic cruise into the sunset.

When you need to rest and freshen up, you'll be glad to have a private garden and hot tub in the backyard, a fully equipped kitchen for cooking meals, several flatscreen cable TV's, and free WiFi to browse and upload photos. There's patio furniture out back, as well as a grill to have your own island barbecue. The family dog is also welcome to come along for an additional nightly fee.

You deserve the privacy and comfort of home when you're on vacation, and this charming cottage is the key!
4 dog(s), weighing 30lbs or less, are welcome in this home. No other animals are allowed without specific Vacasa approval.
Parking notes: There is free parking available for 1 vehicle.

Air conditioning is only available in certain parts of the home.


Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

DWE5404027
LIC2025-000250
25230-73041
LIC2025-000251

Availability

Amenities

Accessibility
  • Path to entrance lit at night
Bathroom
  • Hairdryer
Food and Drink
  • Coffee/Tea maker
Media and Technology
  • Cable television
  • TV
Miscellaneous
  • Free parking
  • Carbon Monoxide Detector + Smoke Detector
Policy
  • Private parking
  • Pets allowed
Pool and Spa
  • Hot tub
Room Amenities
  • Air Conditioning: Partial
  • Stove
  • Kitchen supplies
  • Barbecue grills
  • Patio/Balcony
  • Refrigerator
  • High-Speed Wifi
  • Silverware/utensils
  • Microwave
  • Patio
  • Complimentary high speed internet in room
  • Barbeque Grill: Gas
  • Oven
  • Full kitchen

Activities

Near by Activities
  • Fishing
  • Horseback riding
  • Jet Skiing
  • Kayaking
  • Live Entertainment
  • Movie Theatre
  • Outlet Stores
  • Shopping Malls
  • Walking Tours
  • Area Golf
Near by Attractions
  • Lake View
  • Near Golf
  • Near Restaurants
  • Near Shopping
Recommended for
  • Adventure Trip
  • Beach Rentals
  • Children Retreat
  • Golf
  • Lake
  • Long Term Rentals
  • Romantic

Reviews