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

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Beach nearby - Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise (Cudjoe Key)
Terrace/patio - Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise (Cudjoe Key)
Interior - Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise (Cudjoe Key)
Exterior - Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise (Cudjoe Key)
Fridge, microwave, oven, stovetop - Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise (Cudjoe Key)
Take advantage of golfing on-site, a playground and a hot tub at Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms80 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
The current price is AU$1,329
includes taxes & fees
15 May - 16 May

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

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 and endless 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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • 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

  • Smoke-free property

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
  • Snorkelling 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)
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 864 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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 are 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
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
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
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 area

Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Bahia Honda State Park 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. Visit our Summerland Key travel guide
View more Holiday homes in Summerland Key
Map
Cudjoe Key, FL

What's nearby

  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    7 min drive - 7.1 km
  • Lower Sugarloaf Sound
    Lower Sugarloaf Sound
    12 min drive - 12.1 km
  • Upper Sugarloaf Key
    7 min drive - 7.3 km
  • Upper Sugarloaf Sound
    8 min drive - 8.6 km
  • Big Pine Key Flea Market
    16 min drive - 17.3 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
  • Mangrove Mama's
    7 min drive
  • Square Grouper Bar and Grill
    3 min drive

Frequently asked questions

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

As of 9 May 2026, prices found for a 1-night stay for 2 adults at Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise on 15 May 2026 start from AU$1,329, 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, Open Views, Boater's Paradise pet-friendly?

Yes, pets are allowed at this property.

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

On-site parking is available at the property.

What time is check-in at Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront 2BR Retreat | 35' Dock, Open Views, Boater's Paradise?

Checkout is at 10:00 AM.

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

Situated on the waterfront, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 44 out of 53 reviews
Rating 8 - Good. 7 out of 53 reviews
Rating 6 - Okay. 0 out of 53 reviews
Rating 4 - Poor. 2 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

9.8

Cleanliness

9.6

Location

Reviews

Verified

8/10 Good

tammy f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed our stay

Very clean and comfortable property
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Walter J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb!

Property exceeded expectations, and the view was spectacular! Absolutely would recommend staying here. It has everything you need for a comfy stay.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Fernando L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

The House, is beautiful, comfortable, clean and quiet!!
Stayed 9 nights in Aug 2024
Verified

10/10 Excellent

Rachael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great view

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.
Stayed 5 nights in Apr 2025
Verified

8/10 Good

Brad P.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in

stay

great location and amenities
Stayed 6 nights in May 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfort In paradise

Super nice place Comfortable Couch Comfortable Bed
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Doug V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Coconut typhoon

Excellent views, very quiet, pool was outstanding
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Jaime D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Great time and location! Beds were the most comfy ever!
Stayed 4 nights in Mar 2023
Verified

10/10 Excellent

Diane T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe Key

Very nice rental! Beautiful location!
Stayed 3 nights in Jan 2024
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice property, Great Location.

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.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Susan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waterfront in Cudjoe Key !

Lovely waterview - quiet, spacious and clean home - close to Key West and all types of fishing
Stayed 5 nights in Jan 2024
Verified

10/10 Excellent

Gary J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding rental!

We loved this house! Right on the water...comfortable...beautiful views...active resort community...easy to find...communication from owner was prompt and helpful. Nothing negative to say other than we wish we could've stayed longer...which we will next time.
Stayed 4 nights in Mar 2024
From a partner site

10/10 Excellent

David R.

Great property as described.

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: Well appointed property next to the water.
Stayed 3 nights in Jan 2024
From a partner site

10/10 Excellent

ali g.

April 2024

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: beautiful views
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Karen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Coconut telegraph – wonderful place to stay

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..
Stayed 4 nights in Sep 2024
From a partner site

10/10 Excellent

Michael S.

Great Resort

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!
Stayed 5 nights in Nov 2024
From a partner site

10/10 Excellent

karen s.

Ocean View!

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.
Verified

10/10 Excellent

Kristine C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

This place was awesome!! Plenty of space, beautiful location. Very clean. Great place to hang out and fish/ paddle board. Loved the nice chair/ rockers underneath to hang out. Camp ground is always great and this was a very nice location. 4 stayed but 6 of us hung out there both evenings and had a great time. Would definitely recommend
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

LINDA J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

MY HAPPY PLACE

OUR STAY COULD NOT HAVE BEEN BETTER. WE REALLY ENJOYED THE UPPER DECK. MY GRANDSON ENJOYED FISHING RIGHT OUTSIDE THE DOOR AND ACTUALLY CAUGHT A LOBSTER. WE ENJOYED THE MANY GREAT RESTAURANTS NEAR BY. THE HOUSE WAS EVERYTHING WE HOPED IT WOULD BE.
Stayed 3 nights in Aug 2023
Verified

8/10 Good

Meredith M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place, good location

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.
Stayed 5 nights in Nov 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of paradise

We absolutely loved our stay at Coconut Telegraph! We plan to return next year. The place is even better than described on VRBO and it is LITERALLY on the beautiful aqua blue water! The pool is plenty big and we enjoyed the tiki huts along the shoreline. The security team does an excellent job. It was very quiet at night. Easy drive to Key West if that is of interest. We did not use the concierge service so cannot comment except to say they had a lot to offer! Local restaurants are excellent. If you're looking for a wild party, you may want to try another Key. This one was EXACTLY what we wanted- relaxing - while staying in a well-equipped, beautiful home. Don't worry about a thing - the rental agency has thought of it!
Stayed 5 nights in Apr 2024
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mostly good...

We wanted a unit with two king beds/bathrooms for two couples. Main bedroom with adjoining bathroom was fine, other than the very small vanity. Second bedroom had a king bed "squeezed" in to it - night stand only on one side of bed due to space limitation, and limited room at end of bed. Second bathroom fine - although vanity even smaller than one in main bedroom. Toilet tissue could have been a much higher quality. Living area very comfortable, spacious. Many kitchen amenities available - pots/pans/dishes/bowls, etc. Good size fridge/freezer. Outdoor space good, both on top and bottom. Used the grill with no issues. Overall the property was adequate, but will look for a different place next year with more accommodating king bedrooms/bathrooms.
Stayed 6 nights in Feb 2024
Verified

8/10 Good

Robert G.

Liked: Check-in, communication, location

Didn't Meet Expecations

There is a difference staying at a HomeAway or VRBO property that is a residence versus one that is just an investment property. Coconut Telegraph is an investment property. The location was everything we expected. The rest left a lot to be desired. The magic of staying in Venture Out is that you can step out your back door and jump in the Atlantic Ocean. We couldn't do that at this property, as there was no swim ladder. I also wouldn't want to tie up my boat here. The back concrete deck/dock area was old and cracked. It was missing mooring whips and had badly rusted dock cleats. The stairs down to the dock were obstructed by stones that had been washed over the steps, who knows when? The sliding door blinds were broken and were not even mounted properly. The window treatments did little to keep light out. Even the dishwasher was not installed properly. Having owned a home at Venture Out for ten years, we know what a 5-Star experience looks like at this resort. Despite the excellent location, this property has a long way to go to reach 5-Stars. The management company was great with communication and very accommodating. The house was very clean.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Piotr P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Dana C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing! Right on the water and very comfortable!
Stayed 6 nights in Nov 2025