Take advantage of golfing on site, a playground, and a hot tub at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise. Active travelers can enjoy amenities like bicycling and boating at this vacation home. Guests can connect to free in-room WiFi.
Discover elevated coastal living at Coconut Telegraph #221, a beautifully updated 2-bedroom, 2-bath waterfront retreat nestled within the exclusive gated community of Venture Out on Cudjoe Key. Thoughtfully designed with refined finishes, curated coastal décor, and breathtaking open ocean views, this exceptional home offers the perfect blend of luxury, comfort, and effortless island living. Ideal for couples, boaters, and anglers, this inviting retreat places you just steps from direct water access and Venture Out's resort-style amenities. The Space Perfectly positioned along the open ocean, this elevated home showcases panoramic water views and endless horizons right from your back porch. Start your mornings with spectacular sunrises over the Atlantic and unwind each evening to the soothing sounds of the sea from your private outdoor living space. Inside, the bright and airy open-concept layout has been meticulously updated and beautifully appointed with high-end furnishings, custom finishes, and sophisticated coastal touches throughout. The gourmet kitchen features custom countertops, quality cabinetry, modern appliances, and everything needed to prepare meals with ease. Gather around the dining table with seating for five, plus additional breakfast bar seating for two. Whether you're brewing your morning coffee with the Keurig or Black + Decker drip coffee maker, or relaxing after a day on the water, every detail has been thoughtfully considered for your comfort. The living area offers plush seating, a 75-inch Samsung Smart TV, and unobstructed ocean views, creating a warm and inviting space to unwind. Additional conveniences include high-speed Wi-Fi, central air conditioning, an in-home washer and dryer, and a spotless, professionally maintained environment designed to make extended stays feel effortless. Bedrooms & Sleeping Arrangements Designed for exceptional comfort and restful nights, both bedrooms feature premium bedding, luxurious linens, and Smart TVs. Primary Suite: A serene waterfront retreat featuring a king-size bed, a 32-inch Vizio Smart TV, and a beautifully updated ensuite bathroom with a spacious walk-in shower. Guest Suite: Thoughtfully designed with a king-size bed that can easily convert into two twin beds, a 32-inch Vizio Smart TV, and convenient access to a fully renovated bathroom with a walk-in shower. Maximum Occupancy: 4 guests To ensure your vacation home is perfectly prepared for your arrival, please contact our Bluescape office to specify whether you would prefer the guest room configured with two twin beds or a single king bed. Bathrooms Both custom bathrooms have been beautifully updated with modern finishes and walk-in showers, creating spa-inspired spaces to refresh and recharge after a day in the Florida Keys. Waterfront Living, Boating & Fishing Coconut Telegraph #221 is a dream destination for boaters and anglers alike. Set directly on the open ocean, the property features a private 35-foot concrete dock that comfortably accommodates boats up to approximately 32 feet, offering effortless access to some of the Florida Keys' most sought-after waters. Just a short boat ride away is Looe Key, one of the world's premier reef systems, known for its exceptional snorkeling, diving, and vibrant marine life. Nearby Picnic Island is a local favorite for relaxing, socializing, and enjoying the beauty of the Lower Keys after a day on the water. Whether you're setting out for a day of fishing, exploring the reefs, or simply soaking in the extraordinary ocean views, Coconut Telegraph #221 offers an unforgettable waterfront escape. Enjoy quick access to both: The Atlantic Ocean for offshore and reef fishing The Gulf backcountry for exceptional flats and inshore fishing After a full day in the sun, fire up the NexGrill propane grill and prepare your fresh catch or an easy island-style dinner, then relax and enjoy your meal at the outdoor picnic table while taking in the coastal breeze. 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 Beautiful stretch of island along the oceanfront with many thatched roof umbrellas and loungers to take in the clean ocean breezes and relax Massive 80' heated saltwater swimming pool, hot tub, kiddie pool, and saltwater swimming lagoon Tennis courts, basketball, bocce, and pickleball On-site marina store/market and post office Electric Golf cart-friendly streets throughout the community Location You're just minutes from popular 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 10-minute drive. Key West is only 20 minutes away, offering additional dining, nightlife, and iconic attractions. Good to Know Starter supplies provided: A starter supply of toilet paper and paper towels is provided and typically lasts 1 to 2 days This home is pet friendly for 2 dogs with a $250 non refundable pet fee per dog. 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 Information Parking is limited to one vehicle per unit. The vehicle must fit fully in the driveway and may not extend into the road. Driveway size: 9.5'W x 25''L x 9.9'H. If your vehicle does not fit, you must request an overflow parking pass from the guard gate. Overflow parking is $5 per day, subject to availability (first come - first serve and is not guaranteed), limited to one overflow spot only, and has a maximum stay of 14 days. Boat trailer overflow parking is also subject to availability: $5 per day for trailers under 20 feet and $10 per day for trailers over 25 feet. If overflow parking is unavailable, if your trailer does not fit, or if you need more than one overflow spot, you must use an offsite parking option. For the most up-to-date availability and pricing, please reach out to the offsite companies directly. 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.
Whether you're watching the sunrise over the Atlantic, heading out for a day of fishing or diving, or simply unwinding on the deck with the ocean breeze and a cold drink in hand, Coconut Telegraph #221 captures the essence of true Florida Keys living. Book your stay today and experience oceanfront living at its finest.
Property amenities
Beach
Beach nearby
Pool/Spa
Communal pool
Heated pool
Hot tub
Internet
Available in the house: Free WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Spices
Stovetop
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
Books
Games
Smart TV
Outdoor areas
Balcony
Barbecue grill
Laundry
Laundromat nearby
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoking not allowed
Location highlights
Near a health/beauty spa
Near a hospital
Near the bay
Near the marina
Near the ocean
On the waterfront
Things to do
Bicycles
Billiards/pool table
Boat
Golf
Heated pool
Table tennis
Tennis
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the neighborhood
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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby. Visit our Summerland Key travel guide
Does Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise?
As of 6 September 2026, prices found for a 1-night stay for 2 adults at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise on 19 September 2026 start from AED 1,523, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise?
Check-in begins at 4:00 PM.
What time is check-out at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise?
Check-out is at 10:00 AM.
Where is Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise located?
Situated on the waterfront, this vacation home is within 6 mi (10 km) of Upper Sugarloaf Key, Florida Keys Beaches, and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 mi (15 km).
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