Updated on Jul 20, 2026
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Type
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Villa
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Bedrooms
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2
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Bathrooms
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2
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House Rules
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Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
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Children allowed: ages 0-17
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Smoking is not permitted;No smoking inside the unit
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No events allowed
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Max Occupancy
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4
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Host Language
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English
Spanish
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Property Id
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72385
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Bayside is a first floor apartment overlooking the beautiful waters of Florida Bay. Bayside is located on a small resort property nestled in a native hammock directly on Florida Bay. An easy 80 minute drive from Miami International Airport, this property is located in the heart of Islamorada, Bayside is fully air conditioned and there are ceiling fans throughout. The kitchen is modern and equipped with all the necessary appliances. Smoking is prohibited inside the Villa. The property is a nature lovers dream with resident fish, lobster, an octopus and an occasional manatee in the marina, iguanas that sun themselves by the boat basin and pelicans, egrets and osprey that fly in for periodic visits. Our boat basin can accommodate boats up to 26 feet in length and dockage as well as trailer parking is included in the rental.
The property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions in the Keys. A variety of shopping is nearby. Sunsets over the water of Florida Bay are breathtaking. Well behaved pets are welcome, please inquire.
Bayside has a master bedroom with a king size bed and it's en suite bathroom. There is also a second full bathroom. In the living room is a queen size Murphy Bed. The living room and dining area are bright and sunny. The kitchen is fully equipped with oven, range and microwave, dishwasher, icemaker, coffee pot, blender, dishes and pots and pans. A barbecue is provided to grill your fresh catch. The entertainment center has a TV with provided wifi and protected internet.. A clothes washer and dryer are provided. The marina has electric service and water, and has automatic lights at night.
A boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat, 26 feet is provided and parking for 2 cars is included, Islamorada Founders Park is just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and many other amenities including a dog park.
You're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. Fishing off of our jetty in the evening is a lot of fun for the kids. Magnificent snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Kayaking, paddle boarding, and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient.
There are several local attractions if you need a day out of the sun . Key West is a 80 minute drive away.
Bayside is a unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world.
Bayside generally rents for 1 week intervals, from Saturday to Saturday. If Bayside is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for $500.00. The balance of the rental costs including tax (12.5%) are due 8 weeks before arrival.
Located in Matecumbe, a neighborhood in Islamorada, this villa is near theme parks and on the waterfront. The area's natural beauty can be seen at Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, while Keys History & Discovery Center and History of Diving Museum are cultural highlights. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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