See all properties
Entire home

Windsor Blue Private Pool and Off Street Parking

Photo gallery for Windsor Blue Private Pool and Off Street Parking

Exterior
Exterior
Exterior
Exterior
Terrace/patio
2 bedrooms2 bathroomsSleeps 498.5 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen

About this property

Windsor Blue Private Pool and Off Street Parking

Summary:

Your Island Hideaway in the Heart of Old Town Key West with a Private Pool



The Space:

Welcome to Windsor Blue— Your Island Hideaway in the Heart of Old Town Key West



Tucked away on charming Windsor Lane and perched atop historic Solares Hill, Windsor Blu offers the perfect blend of classic Key West character and modern comfort. This beautifully updated 2-bedroom, 2-bath retreat is your personal slice of paradise — just a short walk to Duval Street and all the best restaurants, shops, and attractions of downtown Key West.



This home is well designed to share with two couples, with plenty privacy. One bedroom and one bathroom downstairs, and one bedroom and one bathroom upstairs.



Start your mornings with coffee on the breezy front porch surrounded by lush island greenery. Inside, you’ll find a light-filled living space with warm hardwood floors, thoughtful architectural touches, and plenty of room to relax after a day of adventure.



The kitchen is fully equipped with stainless steel appliances, granite countertops, and island seating — perfect for enjoying fresh seafood or a margarita happy hour. The main floor bedroom features full-size bunk beds and exposed ceiling beams, making it ideal for families or friends. Upstairs, a cozy king suite offers privacy, spacious closets, and a modern in suite bath.



Step outside to your private cocktail pool, complete with a soothing waterfall, and enjoy al fresco dining under the stars. With one off-street parking space, a quiet corner lot, and tropical vibes in every direction, Windsor Blue is the ultimate home base for your next Key West getaway.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Pool
THE CLASSY CONCH- Old Town Key West
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (2 reviews)
THE CLASSY CONCH- Old Town Key West

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

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
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
Safety features at this property include a fire extinguisher

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Key West Lighthouse and Keeper's Quarters Museum - 8 min walk - 0.7 km
  • South Beach - 12 min walk - 1.1 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬7 min walk
  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Mangoes Restaurant - ‬5 min walk
  • ‪DJ's Clam Shack - ‬5 min walk
  • ‪The Cafe - ‬6 min walk

Frequently asked questions

Is Windsor Blue Private Pool and Off Street Parking pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Windsor Blue Private Pool and Off Street Parking?

As of 27 March 2026, prices found for a 1-night stay for 2 adults at Windsor Blue Private Pool and Off Street Parking on 1 May 2026 start from NZ$498, 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 Windsor Blue Private Pool and Off Street Parking?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Blue Private Pool and Off Street Parking?

Checkout is at 10:00 AM.

Where is Windsor Blue Private Pool and Off Street Parking located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Key West Cemetery, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 15 minutes.

About the host

Hosted by Becky Cobo, Keys Vacation Rentals

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback