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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.
A covered balcony with a pool, white-framed windows, and a view of other houses.
A marina with multiple boats docked, some with flags, and a building with a balcony in the background.
A poolside area with a covered porch, green chairs, and lush tropical vegetation.
A porch with steps leading to a white door, surrounded by lush greenery.

Reviews

10 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Duval Street
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony

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.

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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

Property # 20227156
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 indicated that there is no smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting.
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
  • Key West Lighthouse and Keeper's Quarters Museum - 4 min walk - 0.4 km
  • South Beach - 6 min walk - 0.6 km
  • 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
  • ‪Rum Bar at the Speakeasy Inn - ‬6 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.

How much does it cost to stay at Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West?

As of 8 Aug 2026, prices found for a 1-night stay for 2 adults at Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West on 11 Aug 2026 start from AU$4,895, 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.

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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Michael L.

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

Christopher G.

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
Response from VrboOwner on 8 July 2026
Thank you for the fantastic review! We're delighted to hear you had such a great stay and that our central location made it easy to enjoy everything Key West has to offer with your family. It's wonderful to know the nearby parking was convenient, especially during the summer heat, and that you enjoyed the gated community and the pool. We truly appreciate your recommendation and look forward to welcoming you back for another stay soon!

About the host

Hosted by iTrip Vacations Key West

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