Windward Isle | House in Key West

| 7.5 (14 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  6 Guests
Old Town House | Windward Isle

2 Bedroom House in Old Town, Key West

A 4-minute walk from Duval Street in Key West, Windward Isle provides accommodations with access to a hot tub. The property is close to several well-known attractions, a 16-minute walk from Mallory Dock, 0.9 miles from Mallory Square, and a 7-minute walk from San Carlos Institute Casa Cuba. The property is a 10-minute walk from South Beach and within 200 yards of the city center. Providing a patio, this vacation home also provides guests with a satellite TV, a well-equipped kitchen with an oven, a microwave, and a toaster, as well as 1 bathroom with a hot tub and a hair dryer. For added privacy, the accommodation features a private entrance. Popular points of interest near the vacation home include Ernest Hemingway Home and Museum, Southernmost Point, and Key West Aquarium. Key West International Airport is 2.5 miles away.

Windward Isle is located in Key West.

This 2 Bedrooms House is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Barbecue/Outdoor Cooking, Child Friendly, Hot Tub, and several others. This is a 3 star rated property and has over 14 reviews with the average score of 7.5 . Coming to Key West and needing a place to stay? Be it for work or for leisure, consider staying at this House for your next visit, you will surely love it.

You can check the reviews and description of this 2 Bedrooms House if you want to learn more about this Hotala.ca place in Key West. These details are authentic, as they are provided by our partner, booking.com.

This Windward Isle in Key West is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Windward Isle”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this House, please let us know.

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Key West, 33040, USA

Amenities

Pet Friendly
Security/Safety
Wellness Facilities
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub

Facility Overview

Activities
  • Hot tub/Jacuzzi
General
  • Pet friendly
  • Smoke-free property
Outdoors
  • BBQ facilities
Security/Safety
  • Fire extinguishers
  • Smoke alarms
  • Linens, towels, and laundry washed in accordance with local authority guidelines
  • First aid kits available
  • Contactless check-in/out

Policies

Check-in
The minimum age for check-in is 25
Payment Policy
Credit card required
Pet Policy
Pets are allowed upon request and charges may apply.
Guests will receive a rental agreement, which must be signed and returned directly to the property prior to arrival. if the agreement is not received, the guest should contact the property management company at the number on the booking confirmation, please note that only registered guests are allowed at the property, guests shall abide by the property's policy. quiet hours are from 22:00 to 8:00.guests are required to show a photo id and credit card upon check-in. please note that all special requests are subject to availability and additional charges may apply, please inform of your expected arrival time in advance. you can use the special requests box when booking, or contact the property directly using the contact details in your confirmation, this property does not accommodate bachelor(ette) or similar parties.

Reviews

Value for money:
9.34
Location:
9.54
Staff:
9.54
Facilities:
8.93
Comfort:
8.14
Cleanliness:
9.33
Darran
Nov 15, 2025 08:00:00 AM
Review Score:   7
United Kingdom
Reviewer Type: Extended Group
Travel Purpose: leisure
Positive: Location
Negative: Very noisy. Property next door hand a party that went on till after 2am. Very little sleep
See All Reviews

Room Arrangement

Room Info Facilities
Two Bedroom Holiday Home
Room Type: Vacation Home
Room Size: 75 m2
1 King bed(s) Bed
1 King bed(s) Bed
Two Bedroom Holiday Home

Food & Drink

Tea/Coffee maker

Media & Technology

Video, Cable channels, Satellite channels, TV

Bathroom

Hairdryer, Private bathroom, Toilet paper, Shampoo, Conditioner, Towels, Free toiletries, Body soap

Activities

Hot tub

Kitchen

Microwave, Toaster, Kitchenware, Oven, Refrigerator, Stovetop, Coffee machine, Kitchen

Living Area

Desk, Sofa

Outdoors

Barbecue, Patio

General

Smoke Alarm, Fire extinguisher, Trash cans, Carbon monoxide detector, Private entrance

Bedroom

Linens

FAQ's

Is this Windward Isle pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at Windward Isle?

Check-in time for Windward Isle starts counting from 4:00 PM and check-out is until 10:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Windward Isle have a swimming pool?

No, this Windward Isle does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Windward Isle?

Best-rates for the Windward Isle starts from $507 per night with includes Pet Friendly, Security/Safety, Wellness Facilities, Guest Services, Barbecue/Outdoor Cooking, Child Friendly, Hot Tub with all other facilities. Hotala.ca matches every traveler with their perfect hotel, resort, or rental and whether you are traveling with a group, friends, family, or pets.

Is Windward Isle a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Windward Isle wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Windward Isle has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Windward Isle?

Based on the information reported by the owner or manager, the Windward Isle indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Windward Isle?

Based on the information reported by the owner or manager, details for the cancellation policy for the Windward Isle are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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