About
Waterfront 2BR in Venture Out with 35' Dock, Pool & Incredible Ocean Views
Welcome to Tipsy Tiki #374, a charming 2 bedroom, 2 bathroom waterfront retreat located inside the private gated community of Venture Out on Cudjoe Key. Perfectly positioned in the marina basin, this Keys getaway is ideal for boaters, anglers, and couples looking for relaxed island living with direct water access and excellent community amenities.
The Space
This canal front stilted home offers an open concept layout and beautiful marina basin views, giving you a front row seat to the steady flow of boats heading in and out for a day on the water.
Inside, you’ll find bright coastal furnishings and an airy feel throughout the living space. The dining table seats four comfortably, creating an inviting space for meals and a relaxed start to the day. A Mr. Coffee drip coffee maker is also provided so you can enjoy your favorite morning brew.. The living room features comfortable seating and a 55'' smart TV, making it easy to relax after a full day outdoors.
Step outside to the front balcony where you’ll find outdoor dining for 4, perfect for enjoying sunrise coffee or evening cocktails. Down at the seawall, loungers are positioned right along the water, creating an ideal spot to soak up the sun and watch the marina activity drift by.
The home is cooled by central air conditioning and includes high speed Wi-Fi throughout. A washer and dryer are also provided for added convenience during your stay.
Bedrooms & Sleeping Arrangements
Primary Bedroom: King size bed with a 43'' smart TV
Guest Bedroom: Queen size bed with a 47'' smart TV
Living Area: Queen size sofa bed
Maximum occupancy: 6 guests
Bathrooms
The home features two full bathrooms.
Primary bathroom: Features a tub and shower combination
Guest bathroom: Features a shower
Waterfront Living, Boating & Fishing
Tipsy Tiki #374 is designed with boaters in mind, offering a 35 foot concrete dock that can accommodate boats up to approximately 32 feet, with easy access to open water.
The private dock includes cleats, heavy duty dock posts, a swim ladder, water for rinsing your boat, and an outdoor shower. The dock area also features loungers along the seawall so you can relax just steps from your boat.
You are conveniently located near the marina for fuel, bait, and supplies.
From here, you are a short boat ride to Looe Key, one of the Florida Keys’ most renowned reef systems, offering incredible snorkeling and diving in crystal clear waters. Picnic Island is also nearby, a favorite local sandbar where boaters gather to relax after a morning of fishing.
Guests enjoy easy access to both:
The Atlantic Ocean for offshore and reef fishing
The Gulf backcountry for exceptional inshore and flats fishing
After a full day on the water, fire up the propane gas grill and enjoy an easy island style dinner at home.
Community Amenities at Venture Out
Venture Out is one of the most amenity rich communities in the Lower Florida Keys, offering:
Marina store with fuel, bait, and convenience items
Boat ramp and wash down station
Oceanfront common area with thatched umbrellas and loungers
80 foot heated saltwater swimming pool
Hot tub and kiddie pool
Saltwater swimming lagoon
Tennis courts, basketball, bocce, and pickleball
On site marina market and post office
Electric golf cart friendly streets throughout the community
Location
You are just minutes from local favorites including Square Grouper, Morning Joint, The Bent Prop, Broil, Mangrove Mama’s, Kiki’s Sandbar, and Boondocks Draft House with mini golf, all within a short drive. Key West is approximately 20 minutes away and offers additional dining, nightlife, shopping, and iconic attractions.
Good to Know
Minimum stay: 3 nights
Starter supplies provided: A starter supply of toilet paper and paper towels is provided and typically lasts 1 to 2 days
No pets permitted
Golf cart rentals available: $50 per day, subject to availability
Venture Out registration fee: $125 subject to change, paid directly to the community upon arrival. Processing fees may apply
Parking: 1 vehicle per unit. Driveway size:17.5'Lx12.2'W. Overflow parking may be available for an additional fee
Community rules: Guests must follow all Venture Out rules and regulations, including quiet hours from 10:00 PM to 6:00 AM
Age requirement: Primary guest must be 25 years of age or older
Payment & Booking Requirements
Signed rental agreement and government issued ID required after booking. Please reply to the email you receive after signing your rental agreement with a photo of your ID.
A 4 % credit card processing fee applies to credit card payments.
E check accepted at no additional charge.
Returned e checks incur a $25 fee and must be repaid by credit card.
Whether you are heading out before sunrise for a day of fishing, snorkeling the reef’s vibrant waters, or relaxing dockside as boats glide through the marina basin, Tipsy Tiki #374 captures the spirit of true Florida Keys living. Book your stay today and experience waterfront living the way it was meant to be.
