2 Br Private Vacation Home Vacation Rental In Cudjoe Key, Florida

Oceanfront 2BR Retreat in Venture Out with Stunning Views, 32' Dock, Heated Pool & Optional Golf Cart
Welcome to Caribbean Blue #517, one of Venture Out's most sought-after waterfront vacation homes located inside the private, gated community of Venture Out on Cudjoe Key in the beautiful Lower Florida Keys. This beautifully appointed 2-bedroom, 2-bath oceanfront retreat offers breathtaking open-water views, excellent boating access, vibrant coastal décor, and the perfect balance of relaxation and island adventure.
Situated directly on the oceanfront, Caribbean Blue #517 is designed for guests looking to experience the very best of the Florida Keys lifestyle, whether that means boating, fishing, poolside afternoons, or simply enjoying sunrise views from your private waterfront patio.
The Space
From the moment you walk inside, you'll be welcomed by bright coastal interiors, cheerful Lily Pulitzer-inspired décor, and sweeping ocean views that immediately set the tone for an unforgettable Keys vacation.
The open-concept living area is warm, inviting, and filled with natural light, creating the perfect space to relax after a day on the water. The fully equipped kitchen features everything needed to prepare meals during your stay, along with a spacious island with seating for 2 and a colorful dining area that comfortably seats 4 additional guests.
Coffee lovers will appreciate the Cuisinart dual drip and pod coffee maker, giving guests the flexibility to enjoy either a full pot or single-serve coffee while taking in the waterfront scenery each morning.
The living space flows seamlessly outdoors where multiple waterfront seating areas invite you to relax with a cocktail, watch the boats pass by, or simply soak in the endless ocean views and tropical breezes.
Bedrooms & Sleeping Arrangements
Primary Bedroom: King-size bed, smart TV, and private ensuite bathroom
Guest Bedroom: Two twin beds that can be converted into an additional king-size bed, plus smart TV
Maximum Occupancy: 4 guests
Bathrooms
Both full bathrooms feature stand-up showers, including a private ensuite bathroom located in the primary bedroom.
Waterfront Living, Boating & Fishing
Caribbean Blue #517 is truly a boater and angler's paradise featuring a 32' wraparound concrete seawall that can accommodate boats up to approximately 29 feet.
Guests enjoy direct boating access to the Atlantic Ocean and nearby Gulf waters, making this home ideal for fishing trips, sandbar adventures, snorkeling excursions, and sunset cruises throughout the Lower Florida Keys.
Additional waterfront features include:
Private fish cleaning station
Spacious waterfront patios upstairs and downstairs
Incredible open ocean views
Plenty of outdoor seating for dining, relaxing, and entertaining
Optional Golf Cart Rental
A 4-seater electric golf cart is available for an additional fee:
$50 per day
$250 per week
$750 per month
Please contact the rental manager prior to arrival to add the golf cart to your reservation. Venture Out is golf cart-friendly and perfect for cruising around the community and marina areas.
Community Amenities at Venture Out
Venture Out is one of the premier gated waterfront communities in the Florida Keys and offers guests access to exceptional island-style amenities including:
Marina store with fuel, bait, and convenience items
Boat ramp and wash-down station
Massive 80' heated saltwater swimming pool, hot tub, kiddie pool, and saltwater swimming lagoon
Tennis courts, basketball, bocce ball, and pickleball
Post office and convenience market
Oceanfront common areas with lounge seating and beautiful waterfront views
Gated security and electric golf cart-friendly streets throughout the community
Location
Located on Cudjoe Key at Mile Marker 23, Caribbean Blue #517 is close to some of the Florida Keys' favorite restaurants and attractions including Square Grouper, Morning Joint, The Bent Prop, Mangrove Mama's, Kiki's Sandbar, and Boondocks Draft House & Mini Golf, all within about a 10-minute drive.
Looe Key Reef, one of the most famous reef systems in the Florida Keys for snorkeling and diving, is also nearby. When you're ready for additional shopping, nightlife, and entertainment, Key West is only about 20 minutes away.
Traveling with Flexible Dates?
Caribbean Blue #517 is one of our most popular and frequently booked homes in Venture Out. If your dates are unavailable, you may also want to check availability for its nearby sister property, Unit #319.
Good to Know
No pets allowed at this home
Minimum age to book is 25 years old
Signed rental agreement and copy of government-issued ID required within 24 hours of booking acceptance
Venture Out Registration Fee:
A separate $125 registration fee (subject to change) is collected directly by Venture Out upon arrival. Payment may be made by cash or credit card.
Parking Information:
Parking is limited to 1 vehicle per unit. The driveway measures approximately 25' long x 9' wide with 12' height clearance. Vehicles must fit completely within the driveway and may not extend into the roadway.
If your vehicle does not fit, overflow parking may be available through the guard gate for an additional nightly fee, subject to availability and community rules.
Payment Information
A 4% credit card processing fee applies to credit card payments.
Whether you're planning a boating adventure, fishing vacation, snorkeling trip, or simply a relaxing waterfront escape, Caribbean Blue #517 offers one of the best oceanfront experiences in Venture Out and the Lower Florida Keys.

Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Consider Boondocks Grille & Draft House for a night out or Looe Key National Marine Sanctuary if you're traveling with kids. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.