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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Key West property reviews

  • Fantastic Vacation Home!

    "We travel to Key West every year and always rent a private vacation home and this Flemming St. house is now at the top of our list! The location is great. We loved the fact that it was close to everything...just a couple of blocks to Duval St. or the Historic Seaport. Our favorite breakfast place Pepe's and favorite bar Schooner Wharf were just a hop skip and a jump away! We discovered the Eaton St. Seafood Market that was just around the corner and made a few trips there for some yummy scallops to cook in the wonderful kitchen at the house. The bedrooms and showers are nice... you will have to fight over who gets the 3rd floor bedroom and that amazing shower! The kitchen is large and has everything you will need. We loved the outdoor living space at this home. Many days were spent enjoying the pool which was large by Key West standards. Everyone in our group of 5 agreed that this was a fantastic place to stay. Don't hesitate... just book it and enjoy."
    Guest: HNR Date of Stay: October 2013 Review Submitted: October 21, 2013
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  • This property is A MUST RENT! The photos and description of the property are accurate.

    "My husband and I have made several trips to Key West over the years. We usually stay at Ocean Key or Marquesa. This was the first year we rented a property for a month. We were not disappointed with the accommodations or the location. You will not need to bring anything from home....except your cloths! The houses are more than equip for all your needs, especially the kitchen. The property is located 2 blocks off Duvall and 3 blocks from the marina. Fausto's and the liquor store are only 1 block away. Michael and Charlene (owners) are extremely friendly and accommodating. Our family and friends enjoyed the property as much as we did. If we ever get the chance to take a vacation of this length again, we will defiantly stay at Dos Casas."
    Guest: Vicki Date of Stay: July 2013 Review Submitted: August 15, 2013
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  • Location Location Location

    "This is a charming place! Well decorated and has everything you need. It is right off Duval street but is very quite and peaceful. If you go to Key West you must stay here!"
    Guest: Randy Date of Stay: June 2014 Review Submitted: June 12, 2014
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  • Wonderful home away from home

    "The home was actually as pictured. My family and I went down for the 4th of July weekend, and we were not disappointed. The location is perfect, about a half a block off Duval. The downstairs was spacious and comfortable. We loved the use of a full kitchen for quick meals. The upstairs rooms were super comfortable, and the perfect size for us. I would not hesitate to stay here again."
    Guest: Holly Date of Stay: July 2014 Review Submitted: July 8, 2014
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Windward Park Travel Tips

Home Away from Home at Windward Park Condo Rentals

If you're looking for a vacation with the comfort of home, then Windward Park condo rentals is the place. Located in Key West, Florida, Windward Park condo rentals offers guests spacious accommodations to relax and truly enjoy their vacation. There's so much to do and so much vacation to enjoy at this amazing destination.

Accommodations You'll Never Want to Leave at Windward Park Beach Rentals

After you stay at Windward Park beach rentals, you'll never want to go home. Guests enjoy full kitchen facilities. You can conveniently prepare your own meals or enjoy eating out at the amazing Key West restaurants. There's room for all with most accommodations offering two and three bedroom units. Bring your swim suit and towel because beaches are abundant and close. It's time to enjoy the dramatic sunsets and sensational sunrises that Key West is famous for.

Entertainment and Recreation for Everyone at Windward Park Beach Rentals

Key West vacation rentals offer entertainment and recreation for every member of your party. For the historical minded, visit some of Key West's museums or enjoy the architecture of old historic Key West. There are even movie theaters for the occasional rainy day. For the more adventuresome guest, you can enjoy parasailing, snorkeling, scuba diving, jet skiing, swimming, and much more. The fishing fanatic will get their fix with abundant fishing opportunities including deep-sea fishing. There are also great boating adventures to be had near Windward Park beach rentals. Don't forget your golf clubs; Key West has some great golf courses. Make sure you take time for a romantic stroll on a crystalline white beach to hunt for pearly shells.

Key West is both convenient and friendly. It offers guests great entertainment and shopping facilities. There's even live theater for guests who want to keep their artistic side enthralled while staying at Windward Park condo rentals.

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