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Easy Travel and Safe Passage Through Our Quaint Front Entrance

Windward Isle - Nightly

Guest Rating:

Vacation rental house. Sleeps 6, 2 bedrooms, 1 bathroom. Cats, Dogs allowed.

531 Olivia St Key West, FL 33040 United States

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  • Easy Travel and Safe Passage Through Our Quaint Front Entrance
  • Your Private Jacuzzi and Furnished Deck Area Complete With A Grill For Your Outdoor Cooking/Dining Enjoyment
  • A Beautiful Front Porch Including Comfortable Furniture Greets You When You Arrive
  • View of the Great Neighborhood From The Beautiful Front Porch
  • View Through to the Back of the Home From the Entrance to the Bedroom
  • Beautiful Living Room Area With Queen Sized Sleeper Sofa Looking Past the Bar Area With Stools and Flat Screen TV Into the Kitchen
  • Spacious Living Area With a Flat Screen TV and Bar Seating Facing the Fully Equipped Kitchen
  • Fully Equipped, Well Appointed Kitchen With an Eat In Bar Area.
  • Small Appliance Area - Just off of the Kitchen Complete With Microwave and Wine Glasses
  • Kitchen Looking Past the Bar Area Into the Living Room Area
  • Beautiful King Sized Bed Room With Ceiling Fan, TV, and Air Conditioning
  • King Sized Bed Room With Wood Paneled Walls, TV, Ceiling Fan, and Air Conditioning
  • Full Bathroom With Tub and Vanity also Includes Use of a Hair Dryer For Your Convenience
  • Outdoor Shower and Patio Area Compete With Private Jacuzzi and Seating
  • Rental of this Property Provides Access to Our Off - Site, Family Community Pool and Deck Area
  • Rental of This Unit Grants Access to Our Off - Site, Community Family Pool and Lounger Area
  • Rental of This Unit Grants Access to Our Off - Site, Adults Only - 21 Years and Older - Community Pool and Lounger Area
  • Rental of This Property Grants Access to Our Off - Site, Adults Only - 21 Years and Older - Community Pool and Deck Area
Easy Travel and Safe Passage Through Our Quaint Front Entrance

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).

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Rooms and Amenities
Property Type House, 1 story
Unit Code 531Wind
Beds 2 king beds, 1 sleeper sofa
Bathrooms 1 bathroom
Rooms Sleeps 6
Floor Area 810 square feet
Pets Cats, Dogs allowed.
Living Air Conditioning, Ceiling Fans, Linens, Ironing Board, No Phone, Free Wifi
Kitchen Full Kitchen, Refrigerator, Coffee Maker, Microwave, Toaster, Cookware
Business Nearby ATM, Nearby Post Office, Nearby Internet Cafe, Nearby FedEx, Nearby Bank
Convenience Area FitnessCenter, Nearby Medical Services, Nearby Grocery, Movie Theatres, Golf Course
Outdoor Deck, Patio, Gas Grill, Outdoor Shower, Hot Tub, Outside eating area, Off-Site Shared Pool
Geographic Near Beach, Close to Duval
Entertainment Cable TV
Average Manager Rating (Based on 1767 reviews)
Overall satisfaction: 4.5 stars
Overall satisfaction
Services from rental manager: 4.5 stars
Services from rental manager
Average Vacation Rental Rating (Based on 10 reviews)
Overall satisfaction: 4.5 stars
Overall satisfaction
Cleanliness: 4.5 stars
Cleanliness
Location: 5 stars
Location
Property condition: 4.5 stars
Property condition
100 % of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

  • Great Location and Great Service

    Stayed 5 days in March, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 4

    Emily T from MOuntain View, CA recommends this vacation rental

    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

    Stayed 2 days in February, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    a guest from New York, NY recommends this vacation rental

    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.

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  • Love Key West

    Stayed 3 days in January, 2015

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Darlene S recommends this vacation rental

    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

    Stayed 4 days in December, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 3

    a guest from Lanford, PA recommends this vacation rental

    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!!!

    Stayed 6 days in October, 2014

    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Brandon B from Lawton, Oklahoma recommends this vacation rental

    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

    Stayed 3 days in September, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 4
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Julie W from Dunedin, FL recommends this vacation rental

    great time, would stay there again

  •  
  • Cute little, private place. Recommend!

    Stayed 2 days in July, 2014

    • Services from rental manager
      Services from rental manager: 4
    • Cleanliness
      Cleanliness: 4
    • Location
      Location: 4
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    a guest from Lexington, KY recommends this vacation rental

    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

    Stayed 4 days in May, 2014

    • Services from rental manager
      Services from rental manager: 3
    • Cleanliness
      Cleanliness: 3
    • Location
      Location: 5
    • Property condition
      Property condition: 4

    Overall satisfaction: Overall satisfaction: 4

    Rich S from Racine, WI recommends this vacation rental

    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!

    Stayed 1 day in April, 2014

    • Services from rental manager
      Services from rental manager: 5
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    Cristina P from Miami, FL recommends this vacation rental

    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

    Stayed 2 days in January, 2014

    • Services from rental manager
      Services from rental manager: 3
    • Cleanliness
      Cleanliness: 5
    • Location
      Location: 5
    • Property condition
      Property condition: 5

    Overall satisfaction: Overall satisfaction: 5

    a guest from New York, NY recommends this vacation rental

    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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Seasonal Rental Rates for this Vacation Rental

Dates Daily Weekly Monthly Minimum Stay Checkin Restrictions
Jan 2, 2015-Apr 30, 2015 $368 $2,576 $11,040 1 No restrictions
May 1, 2015-May 21, 2015 $298 $2,086 na 1 No restrictions
May 22, 2015-May 24, 2015 $368 na na 3 No restrictions
May 25, 2015-Jul 1, 2015 $298 $2,086 $8,940 1 No restrictions
Jul 2, 2015-Jul 4, 2015 $368 na na 3 No restrictions
Jul 5, 2015-Jul 31, 2015 $298 $2,086 na 1 No restrictions
Aug 1, 2015-Sep 3, 2015 $258 $1,806 $7,740 1 No restrictions
Sep 4, 2015-Sep 6, 2015 $298 na na 1 No restrictions
Sep 7, 2015-Sep 17, 2015 $258 $1,806 na 3 No restrictions
Sep 18, 2015-Sep 20, 2015 $368 na na 3 No restrictions
Sep 21, 2015-Oct 22, 2015 $258 $1,806 $7,740 3 No restrictions
Oct 23, 2015-Oct 31, 2015 na $3,346 na 7 No restrictions
Nov 1, 2015-Nov 14, 2015 $368 $2,576 na 5 No restrictions
Nov 15, 2015-Nov 24, 2015 $298 $2,086 na 3 No restrictions
Nov 25, 2015-Nov 28, 2015 $368 na na 4 No restrictions
Nov 29, 2015-Dec 10, 2015 $258 $1,806 na 3 No restrictions
Dec 11, 2015-Dec 23, 2015 $368 $2,576 na 5 No restrictions
Dec 24, 2015-Jan 1, 2016 na $3,346 na 7 No restrictions
Jan 2, 2016-Apr 30, 2016 $368 $2,576 $11,040 5 No restrictions

*Seasonal rates are estimates only. Actual rates may differ. Seasonal rates do not include fees or taxes.

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24.552818,-81.798925
CALL US 1-(800) 797-8787

Key West Vacation Rentals 1075 Duval St Suite C22 Key West, Florida 33040 +1 (305) 296-9292 rick@hgakwvr.com

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