Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Cudjoe Key, Florida
$642 avg/night Minimum Stay 1 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

Stunning Waterfront Getaway | 56' Dock + Ocean Views
Welcome to Keys to Paradise #95, your perfect Florida Keys escape. This beautiful 2-bedroom, 2-bath waterfront home is tucked away on a quiet cul-de-sac in the gated community of Venture Out on Cudjoe Key, offering breathtaking ocean views, direct boating access, and lots of amenities. Whether you're here for world-class fishing, a family getaway, or simply to relax by the water, this home has everything you need for an unforgettable vacation.
Highlights - Prime Waterfront Location – Overlooks dazzling ocean views with private patio seating for sunrise coffee or evening cocktails.
56' Dock with Deep Water Access – Perfect for large boats or two smaller vessels, with cleats, water, and power. Quick access to the Atlantic and Gulf for fishing or sandbar hopping.
Outdoor Living – Covered balcony with dining set, spacious downstairs patio with loungers, Adirondack chairs, BBQ grill, picnic table, and space to play cornhole or relax in the breeze.
Amenities at Venture Out – Heated Olympic-size pool, hot tub, saltwater lagoon, tennis, pickleball, marina with fuel, store, and more—all within steps of your front door.
Inside the Home - Open Living Room – Bright and airy with a wall of windows and sliding glass doors framing the ocean. Includes a 55” TV, leather sofa, and chairs with ottomans.
Fully Equipped Kitchen & Dining – Granite island with barstools, seating for six, and everything you need for meals at home. There is a Keurig Single Cup & Mr. Coffee Drip coffee maker at this home for you to enjoy your favorite brew.
Spacious Bedrooms – Primary Suite: King bed, ensuite bath with walk-in shower, TV, and closet space.
Guest Room: Queen bed, private balcony, TV, and easy access to a full bath with tub/shower combo.
Additional Sleeping: Futon in the living room + queen air mattress.
Conveniences – Washer/dryer, high-speed WiFi, and a cargo lift to make moving luggage and groceries easy.
Extra Perks - Kayaks & Bikes – 4 kayaks and 4 bikes included for exploring the Keys by land or water.
Fish Cleaning Station & Swim Ladder – Anglers can prep the day's catch with ease, and adventurous guests can take a refreshing dip right from the dock.
Renter's Closet – Extra refrigerator/freezer for bait or fish storage.
Whether you're boating, fishing, kayaking, or simply lounging by the ocean, this Florida Keys waterfront retreat offers the perfect balance of comfort, convenience, and adventure. Just 20 minutes from Key West and close to some of the best restaurants in the Lower Keys, Keys to Paradise #95 is your gateway to an unforgettable island vacation.
Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, pickleball courts, basketball and bocce courts.
Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.
Important Notes - Sleeps up to 6 guests. Sorry, no pets allowed. 3 exterior security cameras: two in front (entry & storage) and one rear (dock area).
Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply).Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 25'L x 10'W x 8'7H. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay. Boat trailer parking is also available on a first come, first serve basis for an additional nightly fee. If the overflow parking is full when you arrive, no worries, we work with several other nearby storage lots.
Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.
Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations
Book your stay today and experience the beauty of waterfront living!

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

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock 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

    Recycling Unit Size: 840 Sq Ft (78 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities 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 Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    2 Outdoor Pickleball Courts Bicycle On Site Birdwatching Nearby Cycling Nearby Ecotours Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayak On Site Marina Nearby Parasailing Nearby Sailing Nearby Scuba Diving Nearby Tennis On Site Water Sports Equipment Windsurfing Nearby
  • ENTERTAINMENT

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

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Elevator Gravel Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Smooth Flooring In Public Areas Tile Flooring In Public Areas Wheelchair-accessible Pool

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Cindy Q.

    Submitted Oct 7, 2025

    Stayed Sep 27, 2025

    The host was so kind to have a card on the counter to greet us with a message for our friends celebrating their 40th wedding anniversary-there was a bottle of champagne and a key lime pie too! Another great memory each morning was enjoying our coffee on the balcony while witnessing outstanding sunrises! The unit was exactly as envisioned, we used the four kayaks and the bikes. We were all very impressed with Venture Out and the community there on Cudjoe Key. It was a very comfortable unit for the four of us.

  • Allicia W.

    Submitted Jul 13, 2025

    Stayed Jul 9, 2025

    Super relaxing! Great location! Wonderful views!

  • chris b.

    Submitted Apr 22, 2025

    Stayed Apr 14, 2025

    Our stays was fantastic rating 98%.The accuracy of online listing failed in regards to the bikes and kayaks available. Of the 4 bikes, only 2 were rideable. 2 tires were flat on 2 bikes. I took the 2 of the good tires and fitted them on one of the bikes. As for the 4 kayaks, only 1 was usable. I fixed the back rests on 2 of the 3 remaining kayaks. By fixing the nylon straps the are used to restrain the back rests. We had 4 adults wanting to use the bakes and kayaks.

  • David J.

    Submitted Apr 7, 2025

    Stayed Mar 30, 2025

    This is a nice RV park/cabin waterfront community. It’s a perfect setup if you have a boat. We do not but it was still a great time. Kayaks and bikes could use a little fixing but other than that everything was great.

  • Elizabeth M.

    Submitted Mar 11, 2025

    Stayed Feb 24, 2025

    Very clean cottage right on the corner of the harbor and the canal. Wonderful views!

  • Susan S.

    Submitted Jan 26, 2025

    Stayed Jan 17, 2025

    Love the location and property. Going to make it my go to location in the lower keys. Property fully equipped. Beds super comfortable. Just the right size for 4 adults. In a very nice community. Gate staff very friendly and helpful. Thank you.

  • Darren W.

    Submitted Dec 5, 2024

    Stayed Nov 30, 2024

    We are experienced Florida renters and we were blown away by this unit. The view alone is worth the stay but we found Venture Out to be absolutely charming. Clean, comfortable, safe, kitchen is well stocked. We will be back for sure!

  • Randy A.

    Submitted Mar 7, 2024

    Stayed Feb 27, 2024

    This place is fantastic! The morning view of the sunrise is spectacular! The condo is stocked and ready to go! Very Clean! And I repeat VERY CLEAN! The community has great activities and we used the bicycles. Beds were wonderful! This was our second trip to the Keys and much better experience than first! Book this!!

  • Nancy L.

    Submitted Jan 24, 2024

    Stayed Jan 12, 2024

    We enjoyed the view of this VRBO!! We escaped some cold weather and it was a wonderful place to stay in the Keys!

  • Eddie N.

    Submitted Oct 3, 2023

    Stayed Sep 23, 2023

    Beautiful views as the property faces east to see sunrises and moonrises. 4 kayaks included to adventure on the bay and paddle around Venture Key and Out Key (Venture Out). The mooring whips are greatly appreciated as the constant east wind tends to push the boat up against the dock. Nice marble counters in the kitchen. We did most of our fishing at the confluence of Kemp and Niles channels in Cudjoe basin. Caught mangrove, mutton, and yellowtail snapper; underslot red grouper; caught a 3 foot goliath grouper in 8 feet of water (what?!!), brought it the back of the boat and released unharmed. Got out to the reef on the Atlantic and limited out on lobster in 5-10 feet of water snorkeling. Would definitely consider renting this property again. Suggestions - consider repairing the bait freezer for use - us fishermen appreciate being able to keep bait frozen for 1 day.

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Total

Includes taxes and fees
$642+
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