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Windward Isle - Nightly

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2 Bedrooms
1 Bathroom

Parking

  • 1 Private Parking Spot
  • Off Street
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Description

One half of the group unit
Tradewinds and Opposite
Leeward Isle The style is common throughout the islands. Our shotgun offers original Dade County pine floors and sandblasted walls that reflect the antiquity of design.

The Webster Dictionary dates windward back to 1549; defined as, the side or direction from which the wind is blowing. Our Windward Isle is to landlubbers what windward gusts are to sea captains: a means to easy travel and safe passage.

Windward Isle is one of the two cottages that are a favorite of our guests who like to relax in the private, quiet, beautiful garden areas with large spas that are behind each house. Your party can book these cottages for a relaxing vacation, just steps from Duval Street.

Minimum Stay:
Please contact Key West Vacation Rentals regarding minimum stays and special rates. Minimum stay requirements apply on weekends (at least 3 nights), Winter/Spring season (January 2nd - April 30th - 5 night minimum), holidays and special events( Fantasy Fest & Christmas/New Year - 7 night minimum).

Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property

Amenities

Living

  • Air Conditioning
  • Ceiling Fans
  • Linens
  • Ironing Board
  • Free Wifi

Outdoor

  • Deck
  • Patio
  • Gas Grill
  • Outdoor Shower
  • Off-Site Shared Pool

Geographic

  • Near Beach
  • Close to Duval

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
May 2016
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Rates

DatesNightlyWeeklyMonthly
05/27/16 - 05/29/16$398
05/30/16 - 06/30/16$298 - $318$2,086$8,940 - $10,140
06/05/16 - 06/09/16$298 - $318
06/12/16 - 06/16/16$298 - $318
06/19/16 - 06/23/16$298 - $318
06/26/16 - 06/30/16$298 - $318
07/03/16 - 07/04/16$368
07/01/16 - 07/04/16$368
07/05/16 - 07/31/16$298 - $338$2,086 - $2,366
07/10/16 - 07/14/16$318
07/17/16 - 07/21/16$318
07/24/16 - 07/28/16$318
07/31/16 - 07/31/16$318
08/01/16 - 09/01/16$258$1,806$7,740
08/07/16 - 08/11/16$258
08/14/16 - 08/18/16$258
08/21/16 - 08/25/16$258
08/28/16 - 09/01/16$258
09/02/16 - 09/04/16$318 - $338
09/05/16 - 09/15/16$258$1,806
09/11/16 - 09/15/16$258
09/16/16 - 09/18/16$318 - $338
09/19/16 - 10/20/16$258$1,806$7,740
09/25/16 - 09/29/16$258
10/02/16 - 10/06/16$258
10/09/16 - 10/13/16$258
10/16/16 - 10/20/16$258
10/21/16 - 10/29/16$3,696
10/30/16 - 11/05/16$258$1,806
11/06/16 - 11/13/16$398$2,786
11/14/16 - 11/22/16$318 - $338$2,366
11/20/16 - 11/22/16$318
11/23/16 - 11/27/16$398
11/28/16 - 12/15/16$258$1,806
12/04/16 - 12/08/16$258
12/11/16 - 12/15/16$258
12/16/16 - 12/23/16$398$2,786
12/24/16 - 01/01/17$3,696
01/02/17 - 04/30/17$398$2,786$11,940
05/01/17 - 05/25/17$338$2,366
05/07/17 - 05/11/17$338
05/14/17 - 05/18/17$338
05/21/17 - 05/25/17$338
05/28/17 - 05/29/17$368
05/26/17 - 05/29/17$368

Reviews

Our first trip to Key West

Reviewed on 2016-05-12 by Unknown of Brunswick, OH United States
Updated on 2016-05-12
Review of stay from 2016-05-07 to 2016-05-10
Overall satisfaction
Services from rental manager
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Property condition
Recommend to Others
I would definately stay at the house again for the price. It was within walking distance to Duval Street, however, the neighborhood could have been better. There were several run down houses across the street.

Great time in key west

Reviewed on 2016-04-08 by Kim R. of Grand island, NY United States
Updated on 2016-04-08
Review of stay from 2016-04-03 to 2016-04-05
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Recommend to Others
Our experience was very positive. The cottage was clean, well stocked, plenty of space, and had a private hot tub out back. 4 adults stayed with plenty of room. Location was incredible. We rented a golf cart and it was the best thing we did. Covered a lot of miles. Saw beautiful beaches that we would not have seen without the gulf cart. Tour of hemingways house was very informative. Must eat at blue heaven and salute's. Only thing I have to say that was not perfect was the doorknob fell off the bathroom door. I think that's a small price to pay for an incredible vacation.

Awesome stay with Key West Vacation Rentals!

Reviewed on 2016-04-03 by Craig H. of Mukwonago, WI United States
Updated on 2016-04-03
Review of stay from 2016-03-27 to 2016-03-29
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Recommend to Others
First of all, the communication and professionalism from the Key West Vacation Rental staff is second to none. The accommodations were excellent and the process was extremely convenient. We were running late in our arrival and they had everything we needed to get into our rental after office hours. On our last day we booked a snorkel trip after the check out time and we were able to leave our luggage with them at their office. On top of that, after we finished our snorkel trip they scheduled a free shuttle to take us to the Key West Express Ferry. This really shows how much they care. I would highly recommend this company to anyone!
I would also highly recommend to download their app. It had our contract details, check-in instructions, directions, GPS location service, etc...

Windward Isle is a great stay!!

Reviewed on 2016-03-03 by Steve B. of Watertown, WI United States
Updated on 2016-03-03
Review of stay from 2016-02-23 to 2016-02-25
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Recommend to Others
More than we expected. Very clean and maintained. King size beds very comfortable. Cleaning service daily. Wonderful private patio and off street parking. Location was the best, within walking distance of everything. I would recommend key west rentals.

Keys

Reviewed on 2016-01-28 by Mary P. of Stoughton, WI United States
Updated on 2016-01-28
Review of stay from 2016-01-20 to 2016-01-26
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Recommend to Others
Family vacation

Amazing location

Reviewed on 2016-01-01 by Unknown of Port Hope, ON Canada
Updated on 2016-01-01
Review of stay from 2015-12-26 to 2015-12-28
Overall satisfaction
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Recommend to Others
This rental unit was very clean, and perfectly located for access to everything. The hot tub was a nice feature. The managing staff were extremely friendly and helpful. Overall, I would highly recommend this unit.

Super fun stay

Reviewed on 2015-08-20 by Unknown of San Ramon, CA United States
Updated on 2015-08-20
Review of stay from 2015-08-16 to 2015-08-18
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Recommend to Others
It was great experience staying in this jewel home right at the rival street. We had a family of 3 adults and two kids and we all had great time. Home has. Jacuzzi in the backyard as well which was cherry on the cake. Having a parking at the property was also plus. I will definitely give it 5 star to the property. It is not super big home but you won't feel it.

Getaway in the keys

Reviewed on 2015-07-16 by Nick M. of Bluffton, SC United States
Updated on 2015-07-16
Review of stay from 2015-07-08 to 2015-07-14
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Recommend to Others
A nice little house right off duval. Close to everything. The hot tub and grill we're nice to have. Only complaint is that the mattresses are due to be replaced.

Windward Isle Review

Reviewed on 2015-06-26 by Unknown of Plantation, FL United States
Updated on 2015-06-26
Review of stay from 2015-06-22 to 2015-06-24
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Recommend to Others
We stayed about a block away from Duval Street. You couldn't beat the location. Everything was in walking distance. The house had plenty of space and a full kitchen. The only bummer was the tv's didn't work in the bedrooms and the tv in the family room was sketchy. Also on the last day the door knob came off of the bathroom and one of us was locked in. Other than that the rental worked great for a family of 6. The hot tub was a fun bonus!

spring break with teens

Reviewed on 2015-04-24 by Cynthia V. of Key West, FL United States
Updated on 2015-04-24
Review of stay from 2015-04-05 to 2015-04-08
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Recommend to Others
I loved the location of our house. It was perfect for what we wanted. We could walk downtown - almost everywhere we wanted to go, which was good. It has off street parking - which is a huge plus - but a very narrow driveway - so if you are planning on getting a rental car - pick a smaller one - we had a huge one and that is my only complaint.

Best Vacation Ever!

Reviewed on 2015-04-04 by John P. of Lee'summit, MIssouri United States
Updated on 2015-04-04
Review of stay from 2015-03-28 to 2015-04-02
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Recommend to Others
This was exactly what I expected. The pictures described it well.

Great Location and Great Service

Reviewed on 2015-03-30 by Emily T. of MOuntain View, CA United States
Updated on 2015-03-30
Review of stay from 2015-03-23 to 2015-03-28
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Recommend to Others
We had a great experience at this rental. The location was close to Higgs and Fort Zachary. The concierge service was excellent, we highly recommend using it. The house was located two blocks from Duval St., and using the rental bikes was the best way to get around.
The house was clean and the kitchen was well stocked if you are interested in making a few of your own meals.
We enjoyed the restaurants close by such as Duffy's and Deuces off the hook(small place make reservations for dinner).
I would definitely recommend this place to friends and family.

President's Day 2015

Reviewed on 2015-02-17 by Franz Z. of Tampa, FL United States
Updated on 2015-02-18
Review of stay from 2015-02-13 to 2015-02-15
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Recommend to Others
Very easy to book, check-in and check-out.
Cottage location is excellent.
The inside was comfortable from a space perspective.
Room temperature was very comfortable.
Beds, living room and kitchen were all clean.
We slept soundly.

Only two complaints are:
1) the TV Cable reception cuts in and out from time to time and the equipment is relatively old. Wouldn't take too much to get newer TVS.
2) the bathroom door needs a new doorknob or lock. It wasn't a big deal with 2 people in the house but I can imagine it would become an issue with more.

Love Key West

Reviewed on 2015-01-30 by Darlene S. of , United States
Updated on 2015-01-30
Review of stay from 2015-01-11 to 2015-01-14
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Recommend to Others
TheThe home we stayed on was fantastic. It was walking distance to ever thing Duval St. A clean laundry mat around the corner, a hot tub in the back for resting the sore muscles from walking all day. Easy ck in/ck out.

Will do again

Reviewed on 2014-12-10 by Unknown of Lanford, PA United States
Updated on 2014-12-10
Review of stay from 2014-12-04 to 2014-12-08
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Recommend to Others
It was a great expierence. loved the location. nice neighbors. didnt like the ants,bathroom doorknow didnt stay on. water heater broke,took 3 hrs to get fixed.

Better than expected!!!

Reviewed on 2014-10-09 by Brandon B. of Lawton, Oklahoma United States
Updated on 2014-10-09
Review of stay from 2014-10-01 to 2014-10-07
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Recommend to Others
We knew we were not walking into a 5 star hotel or residence, but what we walked into, for the price, was fantastic!!!
One block from Duval St and right in the middle of all the amenities Key West had to offer.
Even the neighbors were welcoming, helpful and a pleasure to talk with.
We will be back and will look to Key West Vacation Rentals for our next location

Windward Isle house

Reviewed on 2014-10-08 by Julie W. of Dunedin, FL United States
Updated on 2014-10-08
Review of stay from 2014-09-19 to 2014-09-22
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Recommend to Others
great time, would stay there again

Cute little, private place. Recommend!

Reviewed on 2014-08-16 by Unknown of Lexington, KY United States
Updated on 2014-08-16
Review of stay from 2014-07-29 to 2014-07-31
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Recommend to Others
Was a nice place. Comfortable, large beds. Cable didn't work first night, didn't really matter that much because we stayed outside. Best hot tub I have ever been in. Large, clean and strong jets in every seat! Private driveway was a major plus! Have to share it with neighbor which would be interesting cause it is extremely narrow! Lucky for us, no one was staying next door. Absolutely love the back patio, privacy fence, and safe in room. Only upgrade that would be nice is more living room furniture. Overall great stay! Great location. Can walk to a lot of sights. Recommended and will definitely be back! First stay in key west and this place was great :)

Key West annual trip

Reviewed on 2014-05-22 by Rich S. of Racine, WI United States
Updated on 2014-05-22
Review of stay from 2014-05-02 to 2014-05-06
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Recommend to Others
Have used KWVR for several years . Most years we try a different property , and have never been disappointed . This years stay at Windward Isle was among the best . Great location - very secluded yard space , and a comfortable home with old towne charm .

Can't wait to come back!

Reviewed on 2014-05-14 by Cristina P. of Miami, FL United States
Updated on 2014-05-14
Review of stay from 2014-04-26 to 2014-04-27
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Recommend to Others
The property was super clean and spacious. 6 of us stayed comfortably in the unit and the location could not have been more perfect. We can't wait to visit again!

great house and location is perfect to Duval

Reviewed on 2014-02-03 by Unknown of New York, NY United States
Updated on 2014-02-03
Review of stay from 2014-01-29 to 2014-01-31
Overall satisfaction
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Recommend to Others
The property was so much better than I expected and very clean! The private backyard and jacuzzi really made the place, although the bathroom really needs to be updated, if you're charging this much. The property management was fine, but they didn't greet me or explain anything, they just gave me my keys and hurried me out the door. I had to keep stopping them from rushing me out, so I could ask questions.

All the rooms were great, except the bathroom. i.e. shower head was outdated, the tub was chipped and rusted, and the shower curtain was too long, so it draped inside of the bath tub

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