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Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise

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A coastal property with a dock, white buildings, and a clear view of the ocean.
A resort with a swimming pool, beach area, and marina.
A coastal resort with a swimming pool, beach umbrellas, and a marina.
A spacious living area with a large window, a sofa, a dining table, and a kitchen area.
A coastal residential area with houses, a marina, and a flag.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Heated pool
  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Guest Bedroom

1 King Bed

Primary Bedroom

1 King Bed

2 bathrooms

Guest Bathroom

Bathtub · Toilet

Primary Bathroom

Bathtub · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Dining area

About this property

Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise

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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5168604vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Located in Summerland Key, this holiday 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 ecotours and horse riding nearby.
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.3 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Boondocks Grille & Draft House - 10 min drive - 11.7 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 32 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Bent Prop - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬3 min drive

Frequently asked questions

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 27 Aug, 2026, prices found for a 1-night stay for 2 adults at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise on 8 Jun, 2027 start from S$1,169, including 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.

Is Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise?

On-site parking is available at the property.

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?

Checkout is at 10:00 AM.

Where is Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise located?

Situated on the waterfront, this holiday home is within 6 miles (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 miles (15 km).

About the host

Hosted by Bluescape Vacation Rentals

Host profile image
The Bluescape Vacation Rentals Team
Cudjoe Key, Florida

Languages:

English, French
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