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Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West

Photo gallery for Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West

A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water. - Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West (Key West)
A poolside area with a covered porch, green chairs, and lush tropical vegetation. - Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West (Key West)
A covered balcony with a pool, white-framed windows, and a view of other houses. - Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West (Key West)
A porch with steps leading to a white door, surrounded by lush greenery. - Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West (Key West)
A beach with palm trees, a sandy shore, and a calm sea under a partly cloudy sky. - Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West (Key West)
Close to Duval Street and Mallory Square, Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West has plenty to offer. Stay connected with in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

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About this property

Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West

  • ***HOA regulations require a minimum stay of 6 nights and a maximum of 4 guests. No exceptions can be made. During peak season (Christmas through April), reservations must be booked Sunday-to-Sunday. Please review the additional policies below before booking.***



    Welcome to Life Is A Breeze, your tropical retreat in the heart of Old Town Key West.



    Located in the private, gated Windward Park community just one block from world-famous Duval Street, this charming 2-bedroom, 2-bath Bahamian-style townhome offers one of the most sought-after combinations in Key West: a community pool, dedicated parking, and an unbeatable walkable location.



    Leave the car parked and experience the island like a local. Walk to Duval Street's restaurants, bars, shops, art galleries, and live entertainment. Explore the Hemingway House, Southernmost Point, Historic Seaport, and Mallory Square, all within walking or biking distance of your front door.



    Nestled among lush tropical landscaping and overlooking the sparkling community pool, Life Is A Breeze provides a peaceful escape while keeping you close to everything Key West has to offer. Start your mornings with coffee on the front porch, spend your afternoons relaxing poolside, and enjoy evenings exploring the vibrant Old Town neighborhood.



    Inside, the open-concept living area features soaring ceilings, comfortable furnishings, and plenty of natural light. The well-equipped kitchen makes preparing meals easy, while two spacious king bedrooms provide comfortable accommodations for couples, friends, or small families.



    Whether you're visiting Key West for the beaches, nightlife, dining, history, or simply to relax beneath the palms, Life Is A Breeze places you in the center of it all while offering a peaceful retreat to call home.



    WHY GUESTS LOVE LIFE IS A BREEZE



    • One Block from Duval Street

    • Gated Community

    • Community Pool

    • Dedicated Parking Space

    • Two King Bedrooms

    • Walk to Restaurants & Attractions

    • Quiet Old Town Location

    • Perfect for Couples & Small Families



    SLEEPS UP TO 4 GUESTS



    Bedroom 1:

    • King Bed

    • En-Suite Bathroom



    Bedroom 2:

    • King Bed



    Living Area:

    • Comfortable Seating

    • Smart TV



    Kitchen:

    • Fully Equipped for Meal Preparation



    Amenities



    • Shared Community Pool

    • One Designated Parking Space

    • Multiple Porches with Outdoor Seating

    • Propane BBQ Grill

    • 12-Cup Drip Coffee Maker

    • Toaster

    • Blender

    • Linens, Bath Towels & Pool Towels Provided



    Nearby Attractions



    • Duval Street – 1 Block

    • Southernmost Point – 0.5 Miles

    • Fort Zachary Taylor State Park Beach – 1 Mile

    • Smathers Beach – 2.3 Miles



    Important Policies



    Age Requirement. The booking guest must be 25 years of age or older and occupy the property for the duration of the reservation. This property is intended for vacation use only and is not available for worker housing.



    No Pets. Pets are not permitted. Following booking, guests will receive a simple verification link confirming that no pets or animals will be brought to the property.



    No Smoking. Smoking is strictly prohibited anywhere on the property.



    Mid-Stay Cleaning. For stays of 28 nights or longer, periodic cleaning may be required and billed separately.



    Florida Keys Environment. The Florida Keys are a unique tropical environment where guests may encounter insects, wildlife, and other natural elements despite routine pest control efforts.



    Construction Notice. Occasional nearby construction, roadwork, or renovation activity may occur without notice and is beyond our control.



    Photo Disclaimer. Photos are representative of the property at the time they were taken. Furnishings, décor, bedding, and other features may change periodically as updates are made by the owner.



    Security Cameras. For the safety and security of guests and the property, the HOA maintains two exterior security cameras monitoring the front parking lot and pool area only. No cameras monitor any private interior or outdoor living spaces.

Similar properties

About the area

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. Key West Butterfly and Nature Conservatory and The Kite House are also worth visiting. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    2 min walk - 0.2 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    4 min walk - 0.4 km
  • A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.
    South Beach
    6 min walk - 0.6 km
  • A building with a sign reading "The Key West Butterfly & Nature Conservatory".
    Key West Butterfly and Nature Conservatory
    6 min walk - 0.6 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    8 min walk - 0.7 km

Getting around

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

Restaurants

  • Circle K
    5 min walk
  • Cuban Coffee Queen (Duval)
    7 min walk
  • 801 Bourbon Bar
    7 min walk
  • Old Town Tavern
    5 min walk
  • Banana Cafe
    7 min walk

Frequently asked questions

Does Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West have a pool?

Yes, this property has a pool.

Is Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West?

On-site parking is available at the property.

What time is check-in at Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West?

Check-in begins at 4:00 PM.

What time is check-out at Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West?

Checkout is at 10:00 AM.

Where is Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Saint Mary Star of the Sea and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.

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Reviews

Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West Reviews

9.4

Exceptional

9.2

Cleanliness

9.8

Location
Rating 10 - Excellent. 50 out of 66 reviews
Rating 8 - Good. 11 out of 66 reviews
Rating 6 - Okay. 5 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great pad

Beautiful place great location.
Stayed 6 nights in May 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation

The location cant be beat and the pool was perfect. The unit was a bit dated but very comfortable and as advertised.
Stayed 12 nights in Apr 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Debien

The location was great and close to everything you need or want.
Stayed 6 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love this Place

We have stayed at this complex four times. It has an excellent location to Duval Street. Great pool! Highly recommend it!!
Stayed 6 nights in Apr 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Two couples getaway

This property is perfect for two couples. We enjoyed the stay here. The location and environment was great. We felt safe and it was quiet but still close to everything. We stayed in early May and already the pool was like bath water - not refreshing at all. That was the only drawback - the pool seemed like a big perk of staying at this property but it wasn't.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Getaway

Very convenient to Duvall St. Nice pool right out the front door. You get a feeling of privacy and seclusion (with other neighbors) in your little enclave with how it is configured. It is only two short blocks to Duvall, sweet!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Accurate

Had a great time the pool was not over crowded and everything was secure!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Truman townhouse

The location is perfect for seeing the sites in KeyWest and the unit is ideal for two couples with two primary suites. We loved the upstairs balcony. The living area is perfect for our group. The kitchen was well equipped. The small complex it is in is quiet and tranquil.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful experience overall!!

We have nothing but good things to say about the entire experience. The home, location, and quality of service received was phenomenal. The home was clean, well furnished, and well taken care of. The heated pool and surrounding area was beautiful. The location was great. It was close to everything, and just far enough off the Main Street to be quiet at night. The check-in and out process was extremely simple and when I called the office their staff was very friendly and super helpful. You will not regret staying here.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

True gem

Thoroughly enjoyed our stay! Location was perfect, off the beaten path but walkable to anywhere you want to go! Gated community with pool that was cleaned often. Kev, from management came by to measure for improvements. He was super nice and worked with us for a late check-out. The only improvement I could see was that cabinet doors needed to be dusted better. If I had my asthmatic relatives with me it would have been reported. For any coffee drinkers, there’s a cute little Cuban coffee shop/restaurant, Key West Cuban Coffee, a couple blocks away. Coffee every morning and multiple meals for my hubby and BIL!!!
Stayed 6 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location.

The house is just 2 blocks off of Duval Street, but tucked back in a courtyard setup with a heated pool as the centerpiece. I liked the assigned parking space, but sometimes the cleaning personnel made parking a little difficult. We had to find the car owners and ask them to move twice which they did gladly. Not a big deal. The house itself was really set up nicely and was very quiet. The very private back deck was also a great place to relax. Mallory Square is a bit of a hike, but worth it. We did it 2 times to see the sunset. Just wear good shoes, not flip flops if you're going that far. With that said you're only a 10 minute walk to the Southern Most Point. I would definitely stay here again.
Stayed 5 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay in Key West!The property was absolutely beautiful, incredibly clean, and spotless from top to bottom. The location cannot be beat—it is just steps away from all the action and events on Duval Street, yet still felt like a peaceful retreat when we wanted to wind down. Highly recommend!
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I would stay here again in a heartbeat. The place is right in the middle of everything you would want to do with the family in Key West. There was also plenty of parking near the water, which came in handy when the heat and humidity made walking a challenge. Overall, it’s a great gated community with an awesome pool.
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location is great. Unit was set up great for two couples or small family. Pool was clean and grounds are well kept. Would stay again.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay and location was ideal.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay. Very clean, great pool, quaint community feel, awesome location.
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent townhouse and rental staff
Stayed 8 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Third time here, love this place!!!
Sunrise southernmost hotel
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Excellent location, quiet, and easy access
Stayed 7 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Great stay, Location, Amenities, Etc..
Stayed 6 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great townhome

Loved the property, pool and location. Was able to walk to everything that interested us.
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely spot!

Excellent
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

great location

had a great stay!!! Condo was perfect for our group. easy getting to all that Key West has to offer!!!
Stayed 6 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Perfect place for 2 couples. Close to everything Property management company was easy to deal with
Stayed 9 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West

Loved the townhouse, location was perfect .
Stayed 7 nights in Oct 2020