Entire home

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

Waterfront holiday home with kitchen and balcony

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 678.0 sq m

Popular amenities

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

Explore the area

View map
Cudjoe Key, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪9 min drive‬
  • Place, Florida Keys Beaches
    ‪12 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪45 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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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 - 7.3 km
  • Florida Keys Beaches - 12 min drive - 8.1 km
  • Sugarloaf Beach - 21 min drive - 18.4 km
  • National Key Deer Refuge Visitor Center - 24 min drive - 17.9 km
  • Bahia Honda State Park - 39 min drive - 32.8 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Broil - ‬5 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. 125 out of 143 reviews
Rating 8 - Good. 16 out of 143 reviews
Rating 6 - Okay. 2 out of 143 reviews
Rating 4 - Poor. 0 out of 143 reviews
Rating 2 - Terrible. 0 out of 143 reviews

10/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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!

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

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

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

Stefanie B.

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

Beautiful home, awesome view

We stayed here for a week, and really enjoyed ourselves. The home is super clean, well equipped, and the covered balcony with panoramic views of the ocean is so nice. We took our 25 foot boat, and easily docked it right out front. We will definitely stay here again!
Stayed 6 nights in May 2019

10/10 Excellent

Josh T.

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

Great sunrises

The house was clean and welcoming. It’s location was great for watching the sunrise. This house allows for freedom to explore all the keys and has an excellent folder of local attractions.
Stayed 6 nights in Jan 2021

10/10 Excellent

Marcia W.

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

Perfect house on the water!

Beautiful views of ocean, clean comfortable house, upstairs porch with breezes, great downstairs waterside lounge area and boat dock right in front. Perfect rental if you want to have waterfront views!
Stayed 5 nights in Aug 2019

10/10 Excellent

Richard L.

nicely done 2 bedroom unit with a super waterside location, great sunrise!

Very clean and recently updated with tastefully done furnishings both in and out. Owner is terrific to work with and very invested to ensure his(and his wife Linda) guests want for nothing. We will revisit!
Stayed 5 nights in Dec 2018

10/10 Excellent

Kim L.

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

30th Wedding Anniversary

My husband and I had an amazing time! We especially enjoyed sitting on the dock fishing right below the beautiful home we rented! Thank you!
Stayed 6 nights in Sep 2019

8/10 Good

Heather S.

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

Our stay

Everything was great! However, the boat ramp situation is not ideal for a 35ft boat w/ a 11ft beam. The boat fit perfectly @ the dock. The house was great!
Stayed 12 nights in Jun 2022
This review was submitted before 2018 and has not been verified.

8/10 Good

James B.

Great time

Enjoyed our stay, Jim & Linda were great. Someone delivered a golf cart for the next tenant on our last day which really got in the way.

10/10 Excellent

Nancy R.

Open water views

Best view. Right on the water. Beautiful home. Updated and clean. Amazing sunrises!
Stayed 5 nights in Oct 2018

10/10 Excellent

John G.

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

Beautiful views

We very much enjoyed our stay here. Loved to have our coffee in the morning on the deck overlooking the water. We would see various wild life and enjoy the morning breeze. Also, the property is in a good location to drive down to Key West or up to Marathon for other various activities. The property owners, Jim and Linda, were very responsive and friendly.
Stayed 5 nights in Jul 2020

10/10 Excellent

Sean M.

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

Best week of 2021

This property is exactly as listed. The owners ensured we had all of the information needed for local restaurants and things to do and checked in on us to ensure everything was great. They are the best and so is their property!! Would definitely recommend to anyone looking to spend some quality time in the Keys.
Stayed 6 nights in Aug 2021

10/10 Excellent

Susan F.

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

Great Time in Cudjoe Key

Just returned from our stay in Cudjoe Key! Rental was exactly as advertised! House has beautiful views, clean, kitchen is well equiped and is quiet but close to everything. Jim and Linda thank you for being impeccable hosts. Sister-in-law and brother-in-law enjoyed there first time in the keys. Paul and I will be back!
Stayed 5 nights in Apr 2021

10/10 Excellent

Wendy H.

AWESOME PLACE - AWESOME TRIP!

We absolutely loved staying at this home. I think it has the best location of any in the complex. Awesome views of the ocean from almost every window. We have done VRBO several times before and this is the best place we have stayed (maybe the water had something to do with it?). This is a quiet area, beautiful home, great decor and we would certainly come back again. The area is perfect if you want to party in Key West or fish locally. Thank you so much for sharing!!!!
Stayed 6 nights in Nov 2018

10/10 Excellent

Patti C.

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

Perfect in every way

This property is perfect in every way. Most true to description and photos I've ever stayed. The location couldn't have been better as it was middle ground from all the places we visited! Jim and Linda are very quick to respond with questions, concerns, suggestions and any other needs. We hauled our jetskis from Dallas and their property made it easy to dock our skis when we were having land adventures. We will definitely stay here for any future trip we plan to the Keys and have already shared with multiple friends.
Stayed 6 nights in Oct 2021

10/10 Excellent

Deborah S.

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

Beautiful home with amazing ocean views

We just returned from an amazing vacation to the Florida keys. We had visitations from many sea creatures to our place on the water that blessed us by their presence: from various tropical fish, manatees, sharks, dolphins, moon jellyfish that lit up at night like blinking floating stars... to glorious sunrises with amazing cloud formations & moonrise’s with the ability to see the Milky Way in the southern sky! Wow! Our vacation was filled with much needed rest & a spectacular feast of Gods creation for my soul. We didn’t want to leave! I highly recommend this property & we plan to stay again next year!
Stayed 6 nights in Sep 2019

10/10 Excellent

Allyson W.

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

Million Dollar View

The views from the covered balcony are priceless. We watched the sun rise every morning and the moon rise at night. The house was immaculately clean upon arrival and had all necessary amenities. Jim and Linda checked in with us by text before our arrival, after our arrival, during our stay, and prior to our departure. The storage area under and in the rear of the house with a freezer was perfect for keeping our bait and fishing equipment. The beds were comfortable and the unit is uncluttered and modern. There is a constant breeze off the water and it was fun to fish and swim right from our dock. It’s evident that the owners take pride in their property and keep it well maintained. We will be back!
Stayed 7 nights in Feb 2022

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