Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water

Escape to this inviting 2-bedroom, 2-bath canalfront vacation rental in the Florida Keys, perfectly designed for boaters, anglers, and guests seeking effortless access to the water. Situated on a 35-foot seawall that comfortably accommodates boats up to 32 feet, this home offers open-water views directly from the dock and is just seconds from open water—ideal for quick runs to fishing grounds, sandbars, or sunset cruises.
The private dock is fully equipped with a swim ladder, fish-cleaning station, dock box, and outdoor dining table for four, creating the perfect setup for waterfront meals and relaxing evenings by the canal. A propane grill makes outdoor cooking easy, while two bicycles are provided for guests to explore the neighborhood and enjoy the island lifestyle.
Inside, the home features a bright and comfortable living space with a 42-inch smart TV, high-speed Wi-Fi, and a sleeper sofa for additional guests. The dining table seats six, with extra seating available at the kitchen bar for casual meals or morning coffee. The kitchen is equipped with a Keurig coffee machine and everything needed for preparing meals at home.
Both bedrooms feature queen beds, offering comfortable and restful accommodations for all guests. The primary bedroom includes a 32-inch smart TV, while the second bedroom provides a quiet retreat after a day on the water. A washer and dryer are conveniently located in the unit, making longer stays easy and stress-free.
With open-water views, quick boating access, and thoughtful amenities throughout, Riley's Retreat #107 is an ideal home base for a laid-back island getaway focused on boating, fishing, and waterfront living. This home is dog friendly with a $250 non-refundable fee of $250 per dog.
Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in amazing amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts. Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away! Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key. Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply). Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 20'L X 11.5'W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay. Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.
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