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Breezy Retreat - 2/2 Windward Park - Pool, close to Duval

Vacation home with kitchen, 3-minute walk to Duval Street

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Photo gallery for Breezy Retreat - 2/2 Windward Park - Pool, close to Duval

Property grounds
Interior
Fridge, microwave, oven, stovetop
Interior
Exterior detail

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 41564 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a 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.)
    ‪8 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. The vacation home includes a kitchen, a balcony, and a fenced private yard.
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What's nearby

  • Duval Street - 2 min walk - 0.1 miles
  • Ernest Hemingway Home and Museum - 4 min walk - 0.3 miles
  • South Beach - 6 min walk - 0.4 miles
  • Key West Butterfly and Nature Conservatory - 6 min walk - 0.4 miles
  • Southernmost Point - 8 min walk - 0.5 miles

Getting around

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

Restaurants

  • ‪Circle K - ‬4 min walk
  • ‪Nine One Five - ‬3 min walk
  • ‪Viva Argentinian Steakhouse - ‬4 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Bobby's Monkey Bar - ‬2 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Breezy Retreat - 2/2 Windward Park - Pool, close to Duval

The Breezy Retreat is situated in the Windward Park gated community, offering a convenient location within walking distance to the Historic Southernmost Point and one block away from the famous Duval Street, known for its vibrant atmosphere and attractions.

As you enter the gated community, you'll be greeted by a large community pool surrounded by lush tropical plants. It provides a refreshing spot for swimming and relaxation.

The living room space inside the home is cozy and open, seamlessly connecting to the kitchen and dining area. The kitchen is well stocked and equipped with everything you need to prepare meals, including the fresh catch of the day or your favorite dishes. The dining table comfortably seats four, and there are two additional seats at the countertop, offering plenty of space for entertaining.

Through the French doors, you have access to a side porch, providing a pleasant place to spend time during the day or night. It's a great spot to enjoy the tropical surroundings and relax.

The first floor features a guest room with two twin beds that can be converted into a king-size bed upon request. The room is perfect for accommodating guests and visitors. There is also a full shower bathroom on this floor, ensuring convenience and comfort for guests.

The master bedroom, located on the second floor, features a king-size bed and an ensuite bathroom with a full bath/shower combination. It offers a private and comfortable space for relaxation.
Step onto the second floor balcony to enjoy the pleasant evening breezes. This balcony provides a peaceful setting to unwind and savor the end of the day.

With its convenient location, cozy living space, well-stocked kitchen, and relaxing outdoor areas, the Breezy Retreat offers a delightful vacation rental option for guests looking to enjoy the attractions and ambiance of Key West.

Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.

This unit does have it's own washer and dryer which are located outside and locked.
7 night minimum stay
No pets allowed
Pool is heated during the Winter months
Both Bedrooms have TV's
One assigned Parking Spot
Pool is Heated Seasonally
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a fenced private yard, and a coffee maker. Housekeeping is available on request.

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Housekeeping (on request)
  • Unit size: 1,564 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
Onsite 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

2302-240155

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Old Town Key West, just steps from Duval Street, and within a 10-minute walk of Florida Keys Beaches and Ernest Hemingway Home and Museum. You'll also find South Beach and Southernmost Point less than a mile away.

Will I be able to park at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Breezy Retreat - 2/2 Windward Park - Pool, close to Duval a good place to stay for couples?

Couples staying at this vacation home will appreciate amenities like a kitchen as well as tennis and a heated pool.

Are there hot tubs at Breezy Retreat - 2/2 Windward Park - Pool, close to Duval?

No, but this vacation home does have a heated pool.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.5 mi away (12 minutes by car).

Are there rooms with balconies at Breezy Retreat - 2/2 Windward Park - Pool, close to Duval?

Yes, every accommodation at Breezy Retreat - 2/2 Windward Park - Pool, close to Duval comes with a balcony.

Breezy Retreat - 2/2 Windward Park - Pool, close to Duval Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 18 out of 20 reviews
Rating 8 - Good. 2 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Stefani S.

Liked: Cleanliness
Just as described. Conveniently located. Clean and well appointed
Stayed 7 nights in Jan 2026

10/10 Excellent

Beth P.

Liked: Cleanliness
Everything was perfect; beautiful condo that was clean, quiet and well located.
Stayed 9 nights in Nov 2025

10/10 Excellent

John B.

Liked: Cleanliness
Stayed 6 nights in Sep 2025

10/10 Excellent

Christopher B.

Liked: Cleanliness

National Park Tour

This rental was in the perfect location for us. Two blocks from Duval and only a 15 minute walk to the Gulf side to catch the Ferry to Dry Tortugas. The place is secluded and the neighbors are really nice. The space had everything we needed and any communication with the property manager was quickly answered....top notch all around!
Stayed 7 nights in Apr 2025

10/10 Excellent

Belinda S.

Liked: Cleanliness

Nice and Convenient

Enjoyed the quietness of the property. The home had all the amenities we needed. Great location that allowed walking distance to many attractions and restaurants. Very pleasant stay and would recommend this place.
Stayed 7 nights in Apr 2025

10/10 Excellent

Sally F.

Liked: Cleanliness

Amazing Accommodations in Key West!

This was the perfect property for our family spring break. We were close to everything we wanted to be close to while also having privacy from being on the main road. All the other "neighbors" were friendly so sharing a pool with others wasn't a problem at all. I would absolutely rent this property again and will definitely refer!! Thank you!
Stayed 7 nights in Mar 2025

10/10 Excellent

Jennifer B.

Liked: Cleanliness

Key West 2.0

The home was exactly as described. Very close to Duval street, but not in the middle of chaos. We loved it. The management company was terrific! Communication with them was a breeze and they went above and beyond. (I asked if there was a box fan somewhere in the home and unfortunately there wasn’t, I was going to purchase one. But I didn’t have to; one was delivered the same day! We look forward to returning for future stays!
Stayed 7 nights in Mar 2025

10/10 Excellent

TIMOTHY H.

Liked: Cleanliness
Stayed 8 nights in Sep 2024

10/10 Excellent

Adam S.

Liked: Cleanliness

Perfect place to relax away from the crowds

This was a fantastic place to stay. Beautifully re-done townhome with no interior problems. It was great being able to come back and hang out at the large heated saltwater pool when we didn’t want to be around the massive crowds on Duval street. When we did want to go out, it was only a couple minute walk. Overall great experience and would recommend for all travelers
Stayed 7 nights in Mar 2024

10/10 Excellent

Jennifer H.

Liked: Cleanliness

Old Town Key West-heated pool/close to everything

This was a fantastic place. Pool was at perfect temperature the whole time. We were there eight days, and someone there about every third day to clean out pool. Great communication, quick and easy to get questions answered. Condo itself was great. Upstairs bedroom had a nice en suite bathroom that included a bathtub. Downstairs bedroom could be two singles or one king. Full bathroom with shower downstairs. Kitchen had everything we needed. Condo was clean. Full-size washer dryer was in a small room attached to the condo outside. So condo only users of washer/dryer. Actually nice having it outside since Key West can get humid. Would 100% stay again.
Stayed 8 nights in Feb 2024

10/10 Excellent

Laurent C.

Liked: Cleanliness

wonderful residence

Great location, quiet, clean, cozy, and right in the best part of town. You can walk anywhere and also it is on the main road of key west for easy in and out access. I would strongly recommend this place for short or long stay periods.
Stayed 9 nights in Apr 2023

10/10 Excellent

Angela R.

Liked: Cleanliness

Great place

Place was very nice. Would stay there again.
Stayed 7 nights in Mar 2023

10/10 Excellent

John R.

Liked: Cleanliness

Family time and fun!

Great location! Can walk to everything. Quiet but close to the hustle and bustle of Duval Street.
Stayed 7 nights in Feb 2023

10/10 Excellent

Scott S.

Liked: Cleanliness

Truly fantastic

Was probably the best VRBO experience I’ve ever had. The house was near everything that you wanted to do in Key West. However, the courtyard set up of these properties with the common pool made you feel like you were not in the middle of a busy area. It is truly an oasis in the middle of paradise. communication was fantastic. The house was spotlessly clean and everything went extremely well. We hope to be back in the near future.
Stayed 7 nights in Feb 2023