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Crosswind Cottage#




Holmes Beach, FL, US

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Property Images
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Property Images
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Entire Property in Holmes Beach, FL

8 guests · 3 bedrooms · 3 bathrooms








Min Stay:


BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL. RESERVATIONS MUST BE UNDER 60 DAYS, LESS THE $20,000, AND PAID IN FULL 30 DAYS BEFORE ARRIVAL TO QUALIFY. CANCEL FOR ANY REASON NO QUESTIONS ASKED. 312 (A) 61st street - Holmes Beach - FL - 34217Welcome to this luxury Key West style home by the sea! It is your place in the sun to make memories and unwind!Crosswinds Cottage is just a short five minute walk to Anna Maria Island's world renowned white sandy beaches where you will enjoy time with family and friends while relaxing in the sun! Crosswinds Cottage is a gorgeous Key West style home offering a private heated pool, and plenty of room for family and friends to enjoy luxury accommodations. You are sure to fall in love with everything Crosswinds Cottage has to offer!Perfectly located to provide privacy and relaxation, Crosswinds Cottage is just a short walk to one of the nicest beaches on Anna Maria Island and just a few minutes' walk to a beautiful city park with a children's playground, a skate park, and tennis courts. Locally operated restaurants and boutiques with delicious local food and quaint island themed gifts are just around the corner. The location of Crosswinds Cottage, in the heart of Holmes Beach, has something for everyone. With two adult bikes available for your convenience, you can easily explore the rest of the island without a car. The free Island Trolley Service is also available to inspire your adventure!Enjoy the luxurious back yard with a private heated pool and palm trees swaying in the breeze. Here you will find the perfect blend of sun and cool shade with evening starlight twinkling overhead. The covered patio offers plenty of seating to enjoy cocktails or a delicious freshly grilled meal with family and friends. You can also enjoy a private cocktail or a cup of morning coffee on one of the other two private decks located off the living room and the master bedroom.Make memories in the game area playing Ping Pong just next to the pool area. For quiet moments, enjoy four flat screen TVs, all with cable throughout the house. All bedrooms have flat screen TVs and two Smart TVs are located in the living room and large upstairs bedroom. High-speed wireless internet will let you keep in touch with the rest of the world - just remember, you are on vacation and it is time to relax!Professional decorating, a romantic master suite, spa tub, solid wood cabinets, wood floors, volume ceilings and granite surfaces are just some of the fantastic amenities that you can expect from Crosswinds Cottage. There is also an elevator to all floors to accommodate guests or help with luggage. A laundry room is located on the main floor for your convenience.Get ready to make memories at Crosswinds Cottage!**Please keep in mind if the elevator becomes inoperable due to any reason, the stairs will be the only form of transportation to and from your unit**Bedrooms " BathroomsThere are 3 bedrooms and 2.5 bathrooms. This property conveniently sleeps up to 8. The Master bedroom has a King sized bed and so does the second bedroom. The third offers one king bed and a bunk bed comprised of a twin over twi sized bed with a pull out trundle for 3 twin beds total. There is also a queen sleeper sofa in the living room.ExteriorCrosswinds Cottage offers a fantastic location that is ideal for your Anna Maria Island getaway. Close to local shops and restaurants and only a short 5-7 minute stroll to the pristine Gulf beaches of the Gulf of Mexico. Offering a private heated pool with a covered lanai and mature tropical landscaping for your convenience. Enjoy quality time outdoors around the pool, grill up a delicious home cooked meal or simply try out some of the delicious local seafood--this versatile offers it all!


Hair Dryer


Pack and Play

High Chair



Board Games

Ping Pong Table


Lounge Chairs

$ 284

/ night

Save $166/night





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5.0 (26 reviews)#














January 2018

Lori E. The layout of this vacation home was perfect for several couples and three teenage girls. They loved having their own bedroom retreat. The beds were very comfy! Everything was well equipped, clean, neat and beautifully decorated.The quiet street was also close to a trolley stop and to two major streets. Even though the weather was unseasonably cool, the girls enjoyed the heated pool. We enjoyed the decks, and used the bikes and the cooler for a couple of outings.


March 2018

Robert C. We've used VRBO may times before, but this has been the best complex to date. Clean, well kept with heated pool and all kind of beach chairs, umbrella, wagon to carry all these to the ocean. Great!

August 2018

Jaime T. Absolutely beautiful island home inside and out, minutes from the beach, shopping, entertainment and food! Our week was filled with complete relaxation and comfort! The amazing pool, amenities and weather were just perfect! Hands down the best vacation home I have stayed!


August 2018

Betty H. We especially enjoyed the bikes although a couple of more would have been perfect. The home was roomy and clean. The presence of towels and beach towels was so convenient. Kitchen well equipped. Renters were kind and responsive.


Holmes Beach, FL, US

Things to know

House rules

Check-in: 4 PM

Check out: 10 AM

Pets are allowed

No smoking

No parties

Health & safety

All Whimstay properties are professionally managed and verified

Carbon monoxide alarm

Smoke alarm