Entire home

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

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

Exterior
Outdoor dining
Living area
Living area
Living area

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6840 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Air conditioning
  • Washer
  • Hot tub
  • Pool

Explore the area

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

Property manager

Bluescape Vacation Rentals
Premier Host

Languages

English, French

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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 Bahia Honda State Park 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 8.0 km
  • Florida Keys Beaches - 10 min drive - 8.5 km
  • Sugarloaf Beach - 23 min drive - 19.1 km
  • Bahia Honda State Park - 31 min drive - 33.5 km
  • Duval Street - 45 min drive - 46.0 km

Getting around

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

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Mangrove Mama's - ‬8 min drive
  • ‪Boondocks Grille & Draft House - ‬10 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬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.

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 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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 124 out of 142 reviews
Rating 8 - Good. 16 out of 142 reviews
Rating 6 - Okay. 2 out of 142 reviews
Rating 4 - Poor. 0 out of 142 reviews
Rating 2 - Terrible. 0 out of 142 reviews

10/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Allicia W.

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

Vacation

Super relaxing! Great location! Wonderful views!
Stayed 4 nights in Jul 2025

10/10 Excellent

Elizabeth M.

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

Great place on the water

Very clean cottage right on the corner of the harbor and the canal. Wonderful views!
Stayed 4 nights in Feb 2025

10/10 Excellent

Susan S.

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

Will definitely stay here again.

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.
Stayed 4 nights in Jan 2025

10/10 Excellent

Darren W.

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

Best vacation experience ever

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!
Stayed 4 nights in Nov 2024

8/10 Good

chris b.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Pros and cons

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.
Stayed 7 nights in Apr 2025

10/10 Excellent

LINDSEY F.

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

Great Vacation Spot

Had a great time and will be renting again!
Stayed 8 nights in May 2019

8/10 Good

Nancy L.

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

Beautiful Sunrises!

We enjoyed the view of this VRBO!! We escaped some cold weather and it was a wonderful place to stay in the Keys!
Stayed 8 nights in Jan 2024

10/10 Excellent

steve a.

Beautiful

Beautiful place and location, enjoyed greatly and will come back.
Stayed 4 nights in Jan 2018

10/10 Excellent

Matthew V.

Liked: Cleanliness, communication, location, listing accuracy

Beautiful property

Beautiful property would recommend. Plenty of towels and other amenities.
Stayed 5 nights in Nov 2020

10/10 Excellent

Tammra E.

Gorgeous views! Extremely peaceful!

Stunning views! Very clean and comfortable. Wonderful location - very serene and peaceful but still close enough to get to Key West easily. A very relaxing stay.
Stayed 4 nights in Mar 2019
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Karen V.

Great vacation!

This rental is exactly as it looks in the pictures...gorgeous views, immaculately clean, and quiet. Owners were very generous and helpful. Definitely would stay again and recommend it to others!

8/10 Good

Phyllis W.

Gorgeous view, clean well appointed.

Loved watching sunrise and the boats coming by.
Stayed 9 nights in May 2018

10/10 Excellent

Lori D.

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

Perfect little place for our get a way

Owner of property is very in touch throughout our stay. Will definitely book this place again. Very nice quiet neighborhood with beautiful views.
Stayed 5 nights in Aug 2019

10/10 Excellent

Wendy S.

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

Great Location!

What an amazing trip!! The view from this house is top notch!!
Stayed 7 nights in Sep 2019

8/10 Good

Stewart S.

Very relaxing,beautiful view of the bay,all new furnishings due to hurricane Irma.

Excellent I wish I was still there.
Stayed 28 nights in Jul 2018

10/10 Excellent

Marc M.

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

Great Sunrise Reviews over the Ocean

We had a great stay here and everything was as advertised. The check in process was super simple and Jim&Linda kept in good contact to ensure everything went smoothly.
Stayed 5 nights in Dec 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Derek P.

Beautiful views of the water

Convenient for boat docking, cozy and clean, thanks!
Stayed 2 nights in Apr 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Gerri H.

Can't beat the view!

Love the Keys! Love this view!
Stayed 7 nights in May 2017

10/10 Excellent

Wendy D.

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

Lower keys getaway

Space and location we're perfect for exploring the lower keys, in and out of the boat.
Stayed 5 nights in Sep 2021

10/10 Excellent

Heather B.

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

Perfect location

It is an amazing property. Perfect for bringing your boat!
Stayed 7 nights in Jun 2021

10/10 Excellent

Verified traveller

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

fantastic!

Great property Great Owners. Very Clean, Fantastic Views.
Stayed 8 nights in Jan 2021

10/10 Excellent

Ben L.

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

Great Place, Great Host

The property was great and PERFECT for those who want easy access to the water. The amenities are great, and Jim and Linda are great and more than accommodating. We would definitely recommend this place to others. There's also a great restaurant right down the road.
Stayed 6 nights in Nov 2020

10/10 Excellent

steve a.

We love the house and location - very nice and comfortable

We do look forward to coming back. We learn more about the area every visit and activities that we want to do. Thank you for keeping the house in great shape and comfort.
Stayed 7 nights in Feb 2019

10/10 Excellent

Michael S.

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

Beautiful

Beautiful views with perfect breeze
Stayed 5 nights in Aug 2020

10/10 Excellent

Stewart S.

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

Outstanding

Perfect getaway
Stayed 28 nights in Jul 2019

About the host

Hosted by Bluescape Vacation Rentals

Host profile image
The Bluescape Vacation Rentals Team
Cudjoe Key, Florida

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests