Entire home

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

Choose dates to view prices

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

Terrace/patio
A heated pool
Smart TV, table tennis, books
Beach
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms840 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot Tub
  • Kitchen
  • Pool

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪9 min drive‬
  • Place, Florida Keys Beaches
    ‪10 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Room options

About the neighborhood

Summerland Key

Seaside stay .Within 6 miles (10 km) of this vacation home, you'll find Upper Sugarloaf Key and Florida Keys Beaches. Also within 9 miles (15 km) are Lower Sugarloaf Sound and Big Pine Key Flea Market.

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 5.0 miles
  • Florida Keys Beaches - 10 min drive - 5.3 miles
  • Sugarloaf Beach - 23 min drive - 11.9 miles
  • Bahia Honda State Park - 31 min drive - 20.8 miles
  • Boca Chica Nude Beach - 41 min drive - 20.2 miles

Getting around

  • Key West Intl. Airport (EYW) - 33 min drive

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Broil - ‬5 min drive

About this property

Entire place

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

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. The driveway measurements are 25'L x 10'W x 8'7"H. 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!

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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

Pets

  • No pets allowed

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

949344

Frequently asked questions

How close is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool to the airport?

This vacation home is 21.7 mi (33-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

As of Sep 26, 2025, prices found for a 1-night stay for 2 adults at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool on Oct 1, 2025 start from $475.0, excluding 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.

Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool to the beach?

This vacation home is 4.4 mi (10-min drive) from Florida Keys Beaches and 11.5 mi (23-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

No, there is no casino at this vacation home.

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.

Is there free parking at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

Free parking is not available at this vacation home.

Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool have a pool?

Yes, there's a heated pool.

Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool have a spa?

There are no spa services available at this vacation home.

How close is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool to downtown Summerland Key?

This vacation home is 2 mi away from Summerland Key.