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

Top rated by guests
Terrace/patio
Living area
Private kitchen
Private kitchen
Interior
review stars
9.8Outstanding
(146 Ratings)
"Everything was exactly as described and we could not be happier. The community that this house is in is very pleasant as well"
Jaret R.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(146 Ratings)

House in Cudjoe Key, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.
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 Information
Parking is limited to one vehicle per unit. The vehicle must fit fully in the driveway and may not extend into the road. The driveway measurements are 25'L x 10'W x 8'7"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.
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!

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Cudjoe Key, FL


Ratings and reviews

9.8 / 10
Outstanding(146 Ratings)
10 / 10Outstanding·Jun 2026
Everything was exactly as described and we could not be happier. The community that this house is in is very pleasant as well
10 / 10Outstanding·Apr 2026
This is the perfect place for a great waterfront Keys get-away. This rental is fully stocked with great amenities and is located in an easily accessible area for all the activities. Check-in and check-out were super easy and the property is great for pool activities and outdoor sports. We’ll certainly rebook when we come again.
10 / 10Outstanding·Mar 2026
Nice property in a beautiful location. Great place to sit and enjoy the scenery and activities.
10 / 10Outstanding·Mar 2026
Beautiful location and house. The house is well stocked and very clean. Definitely a 5 star experience!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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