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Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -

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Windward Breeze
Main Entrance to Windward Park
Pool
Front Porch to Windward Breeze with covered seating
Living Area full view

Reviews

9.4 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4117.1 sq m

Popular amenities

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

Rooms & beds

2 bedrooms (sleeps 4)

Downstairs Bedroom

1 King Bed

Primary Bedroom

1 King Bed

2 bathrooms

Full Bathroom

Primary Bedroom Ensuite Bathroom

Spaces

Deck or patio
Kitchen
Balcony
Garden

About this property

Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -

Windward Breeze is part of the Windward Park gated community just off Simonton Street, one block from Duval Street. There are a total of 13 townhomes in this community that share the 20x50 foot community pool.

Located in a pristine gated community, this 2-bedroom, 2-bath Bahamian-style townhome is surrounded by lush tropical landscaping and views of a sparkling swimming pool. Windward Breeze is located in an ideal area of Old Town Key West. A short stroll to Duval Street offers restaurants, bars, shopping and galleries nearby. Hop on a bicycle and head down to Mallory Square or the Key West Seaport, just a slight distance more. Everything is pretty close on our island. The beaches are also just a short distance from Windward Breeze. 

This spacious vacation home just a block from downtown Key West's famous Duval Street has an open floor plan with lots of space on the main level for relaxing and entertaining. A comfortable seating area with couch and chairs and a flat screen television for those days you want to get out of the sun and just relax. The living area is open to the second floor with high ceilings and plenty of light. 

There is one bedroom on the main level with a full bath. The primary bedroom offers a comfy California king sized bed with ensuite bathroom and flat screen television. We offer all the comforts you need for your stay in paradise including WiFi, flat screen TVs, laundry, lovely and inviting community pool and assigned parking.

This property has a 6 night minimum stay. There is a strict 4 person maximum for this property. DO NOT GO TO THE PROPERTY. Guests must check in at our office at 1075 Duval St Ste C11 to obtain the keys and information.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 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

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 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and ecotours.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • South Beach - 8 min walk - 0.7 km
  • Key West Butterfly and Nature Conservatory - 8 min walk - 0.7 km
  • Southernmost Point - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Old Town Tavern - ‬5 min walk
  • ‪Circle K - ‬5 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬7 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬6 min walk
  • ‪La Te Da - ‬6 min walk

Frequently asked questions

Does Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome - have a pool?

Yes, this property has a pool.

How much does it cost to stay at Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -?

As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome - on 29 Mar 2026 start from AU$975, 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 at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome - pet-friendly?

No, pets are not allowed at this property.

How much is parking at Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -?

On-site parking is available at the property.

What time is check-in at Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -?

Check-in begins at 3:00 PM.

What time is check-out at Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome -?

Checkout is at 10:00 AM.

Where is Life is a Breeze at Windward Breeze by RENT KEY WEST VACATIONS - 2/2 townhome - located?

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

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 48 out of 64 reviews
Rating 8 - Good. 11 out of 64 reviews
Rating 6 - Okay. 5 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.2/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Clint K.

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
Response from VrboOwner on 18 Mar 2026
Thank you for the wonderful feedback! We are so glad to hear the layout worked perfectly for your group. We take a lot of pride in maintaining a sparkling pool and well-kept grounds, so it’s great to know those details made your stay even better. We would love to host you and your friends again on your next trip to Key West!
Verified

10/10 Excellent

Steve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent townhouse and rental staff
Stayed 8 nights in Feb 2026
Response from VrboOwner on 19 Feb 2026
Thank you for the Excellent review Steve! We are so pleased you enjoyed the townhouse and felt well-supported by our team. We take great pride in our property and our service, and it's wonderful to know we hit the mark for you. We hope to see you back in Key West soon!
Verified

10/10 Excellent

Cheryl D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay and location was ideal.
Stayed 7 nights in Sep 2025
Response from VrboOwner on 4 Oct 2025
Thank you for a 5 star review! We’re happy you enjoyed your stay and loved the location. Hope to host you again soon!
Verified

10/10 Excellent

Emma S.

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
Response from VrboOwner on 2 Nov 2025
We appreciate your kind feedback and are happy you enjoyed the cleanliness, pool, and location. We hope to welcome you back again soon!
Verified

10/10 Excellent

Joseph D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Third time here, love this place!!!
Sunrise southernmost hotel
Stayed 6 nights in Jul 2025
Response from VrboOwner on 26 July 2025
Thank you so much for the 5 star review! We are very happy to hear you enjoyed your stay and we hope you will come back to visit again soon.
Verified

10/10 Excellent

Sam D.

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

Great pad

Beautiful place great location.
Stayed 6 nights in May 2025
Response from VrboOwner on 6 June 2025
Thank you for the 5 star review! We're happy to hear you enjoyed your stay and hope you will come back for another visit soon.
Verified

10/10 Excellent

Deborah A.

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
Response from VrboOwner on 5 Aug 2025
Thank you so much for the 5 star review. We are happy to hear you enjoyed your stay and we hope you come back to visit again soon.
Verified

10/10 Excellent

Julie H.

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

Great place to stay

Excellent location, quiet, and easy access
Stayed 7 nights in Apr 2021
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

Robert S.

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

Great Stay!

Great stay, Location, Amenities, Etc..
Stayed 6 nights in Jul 2022
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

Bud R.

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

Lovely spot!

Excellent
Stayed 7 nights in Apr 2025
Verified

6/10 Okay

Sandy D.

Liked: Communication, location
Disliked: Cleanliness
Overall the rental could have been cleaner and the floors were uncomfortably dirty.
Stayed 8 nights in Nov 2025
Response from VrboOwner on 7 Dec 2025
Thank you for your feedback. It is unfortunate that you found the property not cleaned to our standards. Had we known during your stay, we would have sent the housekeeping company that we use back to the property to clean more thoroughly. Thank you for staying with us and we hope you will consider staying with us in the future.
Verified

10/10 Excellent

Carla P.

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
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

Terrence M.

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

8/10 Good

Donald B.

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

8/10 Good

Lisa H.

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

10/10 Excellent

CLAIRE G.

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

Key West

Loved the townhouse, location was perfect .
Stayed 7 nights in Oct 2020
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

kellie m.

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

Great Location and Wonderful Pool!

Everything is within walking distance. Property was great and the residents were very nice
Stayed 6 nights in Aug 2021
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

Diane H.

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

Key West

Great Stay and zero issues......perfect location
Stayed 8 nights in Mar 2023
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified

10/10 Excellent

Lyneda M.

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

Key West getaway.

We were very happy with the experience.
Stayed 6 nights in Feb 2022
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

8/10 Good

Marvin D.

Liked: Check-in, communication, location, listing accuracy

Great place and great time

We had a great time. For us, the location was perfect. We walked everywhere we needed to go from Mallory Square to the Southernmost Point.
Stayed 6 nights in Mar 2023
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified

10/10 Excellent

James G.

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

8/10 Good

Christine W.

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

Will stay again

The grounds were really nice. The pool was warm & clean. The house had the necessary amenities. We would stay again.
Stayed 7 nights in Dec 2021
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

8/10 Good

Verified traveller

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

10/10 Excellent

Mary Z.

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

Windward Breeze

My family loved staying at this townhome. We loved having to pool so close too! The location was very convenient and within walking distance to many attractions. I highly recommend and would rent again!
Stayed 6 nights in Feb 2022
Response from VrboOwner on 23 July 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified

10/10 Excellent

Susan T.

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

Family vacation w/ adult children

Very comfortable and quiet. Convenient location making it easy to walk wherever you want to go.
Stayed 6 nights in Jun 2023
Response from VrboOwner on 23 July 2023
Thank you for that great review and feedback! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!

About the host

Hosted by Rent Key West Vacations

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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