Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.

Top rated by guests
Exterior detail
Private kitchen
Private kitchen
View from property
Dining
review stars
9.6Outstanding
(41 Ratings)
Guests praised the perfect location, cleanliness, exceptional service, and beautiful sunsets at Bayside Villa. They appreciated the cozy and well-equipped accommodation, as well as the access to sealife and great waterfront views.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(41 Ratings)

Villa in Upper Matecumbe Key, FL

4 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this villa rental

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.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Upper Matecumbe Key, FL


Ratings and reviews

9.6 / 10
Outstanding(41 Ratings)
review starsSummary of reviews
Guests praised the perfect location, cleanliness, exceptional service, and beautiful sunsets at Bayside Villa. They appreciated the cozy and well-equipped accommodation, as well as the access to sealife and great waterfront views.
From real guest reviews summarized by AI
10 / 10Outstanding·Mar 2026
Everything was great! Lloyd was a wonderful host!
10 / 10Outstanding·Aug 2024
Great unit. Good marina for our boat included. We used an off property ramp - it was easier.
10 / 10Outstanding·Jul 2024
Take a trip back in time to this oasis of a property. From the quaint drive to the approximate location closest to the dock. Its truly paradise with everything one needs. The inlet marina is incredible and so easy to bring your own boat. The owners provided everything we needed and very comfortable. Coming home after a long day of fishing to the ice cold AC was heaven.
10 / 10Outstanding·May 2024
We had a wonderful stay in Bayside Villa. Perfect location and a perfect host. The property is exactly as advertised. We are looking forward to returning next year!

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.

Is Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking. pet friendly?

Yes! This villa is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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