Entire home

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

Photo gallery for Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool

Exterior
Exterior
Exterior
Exterior
Exterior
2 bedrooms2 bathroomsSleeps 498.5 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Pool
  • Air conditioning

Explore the area

Map
Key West, FL
  • Duval Street
    ‪5 min walk‬
  • Southernmost Point
    ‪16 min walk‬
  • Mallory Square
    ‪18 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom

1 Queen Bed

Bedroom

1 Queen Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen

About this property

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

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.

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.

Property manager

Becky Cobo, Keys Vacation Rentals
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

We should mention

A car is not required for transport to and from this property

About the area

Key West

Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • South Beach - 15 min walk - 1.3 km
  • Southernmost Point - 16 min walk - 1.4 km
  • Mallory Square - 18 min walk - 1.6 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 & Island Cuisine - ‬6 min walk
  • ‪Pinchers - ‬6 min walk
  • ‪Antonia's Restaurant - ‬6 min walk

Frequently asked questions

Does Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool have a pool?

Yes, this property has a pool.

Is Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool?

Checkout is at 10:00 AM.

Where is Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool 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.

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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