Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
Made for relaxation
Top-rated for comfort — guests feel right at home here.
Pickleball on-site
A rare find — enjoy pickleball without leaving the property.
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Heated pool
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
7 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
8 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
9 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
38 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Guest Bedroom
1 Queen Bed
Primary Bedroom
1 King Bed
2 bathrooms
Guest Bathroom
Bathtub or shower · Toilet
Primary Ensuite
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Dining area
About this property
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
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. 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. 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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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
Long-term renters welcome
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, a first aid kit and a deadlock
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 Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Boondocks Grille & Draft House - 11 min drive - 12.1 km
Lower Sugarloaf Sound - 12 min drive - 12.5 km
Getting around
Key West, FL (EYW-Key West Intl.) - 33 min drive
Restaurants
Boondock's Grille & Drafthouse - 10 min drive
Morning Joint - 4 min drive
Kiki's Sandbar - 12 min drive
Looe Key Tiki Bar & Restaurant - 10 min drive
Square Grouper Bar and Grill - 4 min drive
Frequently asked questions
Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?
On-site parking is available at the property.
What time is check-in at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?
Check-in begins at 4:00 PM.
What time is check-out at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?
Checkout is at 10:00 AM.
Where is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool 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
The Bluescape Vacation Rentals Team Cudjoe Key, Florida
Languages:
English, French
Premier Host
They consistently provide great experiences for their guests