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





2 bedrooms2 bathroomsSleeps 498.5 sq m
Popular amenities
Explore the area

Key West, FL
- Duval Street5 min walk
- Southernmost Point16 min walk
- Mallory Square18 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.
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
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties

Cozy 2-bedroom cottage in Old Town Key West, with shared pool
Cozy 2-bedroom cottage in Old Town Key West, with shared pool
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, (2 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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.

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
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
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Hosted by Becky Cobo, Keys Vacation Rentals

Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback