Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise

Cudjoe Key, Florida
$564 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

Welcome to Coconut Telegraph #221 a beautiful 2 bedroom, 2 bathroom waterfront home located inside the private gated community of Venture Out on Cudjoe Key. This inviting retreat is ideal for couples, boaters, and anglers looking to enjoy the Florida Keys with direct water access, resort style amenities, and effortless island living.
The Space
This elevated coastal retreat offers an open-concept layout and is perfectly positioned along the open ocean, showcasing sweeping water views andendless horizons right from your doorstep. Enjoy front-row sunrises, refreshing sea breezes, and the peaceful rhythm of the Atlantic just beyond your deck.
The bright and airy living space is designed for comfort after a full day on the water. The dining room table has seating for 5, plus 2 extra seats at the breakfast bar. There is a Black and Decker drip coffee maker as well as a Keurig to enjoy your favorite morning brew. The living room features a 75'' Samsung smart TV and comfortable seating, creating a relaxing place to unwind.
The home is cooled by central air conditioning and offers high speed Wi-Fi throughout. A washer and dryer are also provided, making longer stays and boating trips easy and convenient.
Bedrooms & Sleeping Arrangements:
Primary Bedroom: King size bed with a 32'' Vizio smart TV
Guest Bedroom King size bed that can be converted into two twins with a 32'' Vizio smart TV
Maximum occupancy: 4 guests
Bathrooms:
The home features two full bathrooms.
Primary Bathroom: Walk-in shower
Guest Bathroom: Walk-in shower
Waterfront Living, Boating & Fishing
Coconut Telegraph #221 is a dream escape for boaters and anglers alike, set directly on the open ocean and featuring a 35-foot concrete dock that comfortably accommodates boats up to approximately 32 feet. Enjoy effortless access to open water right from your backyard, with unbeatable views to match.
Just a short boat ride away is Looe Key, one of the most famous reef systems in the Florida Keys, offering world class snorkeling, diving, and vibrant marine life in crystal clear waters. Picnic Island is a nearby local sandbar favorite, perfect for relaxing after a morning of fishing.
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: 1 vehicle per unit. Driveway size: 9.5'W x 25'L x 9.9'H. 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.

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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 864 Sq Ft (80 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Basketball Nearby Bicycle On Site Boat On Site Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golfing On Site Horse Riding Nearby Kayaking Nearby Parasailing Nearby Snorkeling Nearby Tennis On Site Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Games Pool Or Billiards Table Table Tennis Smart TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Playground
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Kathy A.

    Submitted Mar 12, 2026

    Stayed Mar 6, 2026

    Our stay was wonderful. Accommodations were as described and very comfortable. Location was great and the best views for the sunrise.

  • Michael G.

    Submitted Mar 6, 2026

    Stayed Feb 26, 2026

    The view was excellent. The house itself was in horrible disrepair. Lights didn’t work, appliances broke, the window treatments were broken, the toilet seat handles cracked,the stair railings were broken and dangerous,the laundry door was off the hinges and the furniture was scratched.

  • Nathan M.

    Submitted Feb 20, 2026

    Stayed Feb 17, 2026

    We enjoyed our stay here! The home is very clean and well-kept, the beds and linens were comfortable, and the kitchen had everything we needed for our short stay. We appreciated the soft shower towels and pool towels as well. We would gladly return to this property again in the future.

  • mary b.

    Submitted Feb 17, 2026

    Stayed Feb 15, 2026

    The house is really nice. I did not get to enjoy the amenities in the park since we traveled to key west. I would stay here again! It’s forcing me to do a rating on pool and facilities but I don’t know. Disregard that.

  • Howard t.

    Submitted Jan 16, 2026

    Stayed Jan 11, 2026

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was very clean!! Great location not far from key west and good food and drinks only slept on the master bed was very comfy and I’m pretty picky about my bed our property management rep. Alli was also great!!! Quick response if I had any questions just an overall great experience!

  • Piotr P.

    Submitted Nov 29, 2025

    Stayed Nov 23, 2025

    Great place!

  • Dana C.

    Submitted Nov 15, 2025

    Stayed Nov 9, 2025

    The house was amazing! Right on the water and very comfortable!

  • Alice c.

    Submitted Nov 2, 2025

    Stayed Oct 28, 2025

    It was nicely decorated. Appreciated the coffee maker, nightlights etc

  • Ben D.

    Submitted Oct 19, 2025

    Stayed Oct 5, 2025

    This is one of the best rental units in venture out. The location on the canal looking out at the bay is very nice and gets a breeze. The furnishing and layout are great too. Would love to stay here again.

  • Brianna S.

    Submitted Sep 28, 2025

    Stayed Sep 19, 2025

    This home was a 10/10 experience. Everything was top notch from the cleanliness to the amenities available. It looks exactly like the pictures online but in person it was so much better. The view from the balcony was the best part about it as well as the boat access. We also spent lots of time at the pool on the property which was super clean and refreshing after being on the water all day. Everyone in venture out was super friendly and we rented bikes from Big Pine Bike Rental to ride around the property. Our dog enjoyed the stay too. Being able to grill and cook at home was a major plus. The home is extremely well cared for and we will be back to stay again.

  • Karen K.

    Submitted Sep 18, 2025

    Stayed Sep 11, 2025

    Beautiful house, great boating and lobster area

  • Mandy P.

    Submitted Aug 2, 2025

    Stayed Jul 26, 2025

    We had an awesome week at this property. I highly recommend this property ... fantastic communication, clean and exactly as described on the listing.

  • Amanda W.

    Submitted Jul 27, 2025

    Stayed Jul 5, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had the best stay at Coconut Telegraph. The property had everything we could possibly need, and the management team was kind, helpful, and always available. We could not have asked for a better place to stay in the Keys, and we hope to return soon. We highly recommend Coconut Telegraph!

  • Jennifer B.

    Submitted Jul 25, 2025

    Stayed Jul 20, 2025

    Loved it! The view is unbelievable! Such a such place and tastefully decorated. Beds were comfy and it had just what we needed to cook. Nice big table to play games. We will definitely book again!

  • Sean D.

    Submitted Jul 20, 2025

    Stayed Jul 1, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very clean smelled good great facility. Would consider purchasing the place as it for sell.

  • Jeff M.

    Submitted Jun 25, 2025

    Stayed Jun 8, 2025

    Great place to stay. Very secure and comfortable.

  • Coreen J.

    Submitted May 9, 2025

    Stayed May 4, 2025

    Short trip to the Keys! Very pleased with the rental company and their communication! Would definitely rent again!

  • Rachael C.

    Submitted May 3, 2025

    Stayed Apr 28, 2025

    We were on the end of canal with wonderful sunrise.Beds comfortable and the towels were large and plush.Well equipped kitchen for our cooking needs.A well maintained community with a pool, convenience store home to RVs as well as permanent places to stay.

  • Lisa F.

    Submitted Apr 24, 2025

    Stayed Apr 21, 2025

    Views from this property are amazing, accommodations were clean, well kept and private. Fully equipped kitchen. My only complaint was the pet rules in Venture Out. Inability to walk your pet within the park was odd, you are required to leave the resort to walk, even if leashed.

  • Michael W.

    Submitted Apr 23, 2025

    Stayed Apr 11, 2025

    The place was great and exactly what was shown. Having our boat out back was great. Great facilities including boat ramp, pool area and store. All the amenities you need at the house and Cudjoe Key is beautiful and has some great restaurants. I would recommend this home and resort to everyone.

  • Walter J.

    Submitted Mar 12, 2025

    Stayed Mar 5, 2025

    Property exceeded expectations, and the view was spectacular! Absolutely would recommend staying here. It has everything you need for a comfy stay.

  • John N.

    Submitted Mar 1, 2025

    Stayed Feb 22, 2025

    The property was in a great spot. Relatively shot drives to Key West, Big Pine, and Bahia Honda. Getting in and out of the gated community was no problem and the house was exactly as we expected based on the pictures and description.

  • karen s.

    Submitted Dec 31, 2024

    Stayed Dec 26, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a great place to stay if you want to be right on the water! The place was clean and just as described! We definitely will look to book here again. 2nd bedroom is small--but we made it work. Thanks for a wonderful stay.

  • Doug V.

    Submitted Dec 11, 2024

    Stayed Dec 4, 2024

    Excellent views, very quiet, pool was outstanding

  • Meredith M.

    Submitted Dec 5, 2024

    Stayed Nov 23, 2024

    If you’re familiar with Venture Out, this is one of the nicest and newer units in the park. Also great location within, end of a wide canal and close to pool. My only complaint would be that the place is priced very high with none of the charm of some more loved places in the park; no bikes, few helpful kitchen items. It’s clear that it’s an investment property. My family rented other places in the park for far less ($100 a night less) and had bikes and paddle boards. I found myself borrowing their things, like martini shakers and Tupperware, in addition to the fun toys. If you want a fancy, modern place and don’t care about the other stuff, you’ll love this one.

  • Michael S.

    Submitted Dec 5, 2024

    Stayed Nov 29, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a nice water view this house is blessed with. The front gate personnel were very friendly and informative. The keys property manager was attentive to our needs. Great resort and would stay again!

  • Sylvia G.

    Submitted Nov 25, 2024

    Stayed Oct 25, 2024

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place was exactly as described except for the bedrooms which were smaller than expected. The rental is fully equipped with everything you need. The decor is really nice & inviting. The ocean views awesome! I would recommend a small dresser with a mirror and lighting for make-up in the bedrooms. Perhaps a couple of more towel hooks in the bathroom as well. Other than that, everything was perfect. Management right on point with communication. Excellent service. This property is not designed for individuals with disabilities since guests must climb a set of stairs. Otherwise, I highly recommend it!

  • Submitted Nov 2, 2024

    Stayed Oct 27, 2024

    Super nice place Comfortable Couch Comfortable Bed

  • Submitted Oct 27, 2024

    Stayed Oct 25, 2024

    The property is nicely decorated just as the pictures posted in the listing. Fully equipped with everything you need in the kitchen. All very cleaned. Location is great! It is also within a reasonable driving distance to Key West.

  • Karen K.

    Submitted Sep 25, 2024

    Stayed Sep 13, 2024

    The coconut telegraph was a beautiful stilted home. It was very clean and decorated very nicely with light beachy colors. The best were very comfortable. Everything in the kitchen was functional. It was a great location. We kept our small boat at the dock The property management was very friendly. We were very happy with it and will stay there again..

  • Fernando L.

    Submitted Aug 31, 2024

    Stayed Aug 22, 2024

    The House, is beautiful, comfortable, clean and quiet!!

Your dates are Available!

Total

Includes taxes and fees
$873+
View details