Windley Key Vacation Rentals from ₩142,746: Search Short-Term Rentals

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Vacation Rentals in Windley Key

"Everything was great ! Thank you. "

₩181,484 total

includes taxes & fees

Sep 30 - Oct 1

Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view

"Loved the peaceful atmosphere that the houseboat offered. Had everything we needed. Staff was very friendly and helpful. Absolutely loved the two decks off the back of the boat. Location was excellent. Would definitely consider staying here again if we’re ever back in the Keys!"

Private beach, sun loungers, beach umbrellas, beach towels

"Outstanding property! Staff extremely attentive and professional. Grounds are meticulously kept, calm, beautiful without the crowds and busyness. Well appointed room that is comfortable with the smallest touches that made the stay unique. Will definitely be back- no reason to stay anywhere else!"

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"We came the Labor Day weekend, to celebration two birthdays. It was a first for our family and we were pleasantly amazed by the property and all its amenities. We kayaked, sailed, played pickleball, biked and had a lot of fun overall. Our elderly mother was able to very comfortably relax inside, while enjoying the breathtaking views of the ocean from our balcony. We travel internationally several times a year,and this was one of our most relaxed vacations! But most noteworthy is the staff...they...

"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."

2 outdoor pools, open 10:00 AM to 6:00 PM, sun loungers

"Great property "

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Other types of properties in Windley Key you may be interested in

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

"."

₩220,718 total

includes taxes & fees

Oct 9 - Oct 10

"Amazing all the way around!"

₩190,055 total

includes taxes & fees

Sep 29 - Sep 30

"Hotel was good. We enjoyed our stay."

₩255,922 total

includes taxes & fees

Oct 15 - Oct 16

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Recent reviews of Windley Key properties

5/5 Excellent

"TJ at the front desk was very helpful and friendly. she answered all my questions and was very kind and polite. I enjoyed my stay the entire time. Everyone was friendly and the hotel room was clean. I loved the sound of the roosters in the morning. I recommend this place especially if you have pets. My dog had a great time. The dog park was very big and clean. Thank you again TJ for such a pleasant welcoming when we arrived. I even purchased a beautiful bracelet in the lobby. My husband and I will definitely see you guys again!"

A verified traveler from Miami stayed at Bayside Inn Key Largo

Posted 1 day ago