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. 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 + 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!
Our prices include all fees. No hidden fees.
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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
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
About the neighborhood
Summerland Key
Located in Summerland Key, this vacation 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. 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.
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.
How much does it cost to stay at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?
As of May 10, 2026, prices found for a 1-night stay for 2 adults at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool on Aug 13, 2026 start from $578, including 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.
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?
Onsite 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?
Check-out 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 vacation home is within 9 mi (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 mi (15 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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.
Jason M.
Stayed 3 nights in Apr 2026
Response from VrboOwner on Apr 12, 2026
Thank you so much for the wonderful review! We're thrilled to hear you enjoyed the waterfront location, well-stocked amenities, and easy access to all the local activities. It’s great to know check-in and check-out were smooth and that you made the most of the pool and outdoor spaces. We truly appreciate your kind words and look forward to hosting you again on your next Keys getaway!
Alicia,
Thank you for taking time to review your stay with us. Any feedback is greatly appreciated. We are so glad you enjoyed your visit to the Florida Keys. We would love to host you again!
The host was so kind to have a card on the counter to greet us with a message for our friends celebrating their 40th wedding anniversary-there was a bottle of champagne and a key lime pie too! Another great memory each morning was enjoying our coffee on the balcony while witnessing outstanding sunrises! The unit was exactly as envisioned, we used the four kayaks and the bikes. We were all very impressed with Venture Out and the community there on Cudjoe Key. It was a very comfortable unit for the four of us.
Cindy Q.
Stayed 4 nights in Sep 2025
Response from VrboOwner on Oct 7, 2025
Thank you so much for your kind words! We’re thrilled to hear you enjoyed your stay and that the special touches helped make your friends’ 40th anniversary even more memorable. It sounds like you truly made the most of the home and the beautiful Venture Out community — those sunrise coffees on the balcony are hard to beat! We’d love to welcome you back for another relaxing stay in the Keys.
Warm regards,
The Bluescape Vacation Rentals Team
We would like to thank you all for taking the time to submit a nice review we certainly appreciate we’re glad you had a great time and you’re coming back take Care and will see you all on your next Florida Keys adventure Sincerely Jim and Linda :-) :-)
We enjoyed the view of this VRBO!! We escaped some cold weather and it was a wonderful place to stay in the Keys!
Nancy L.
Stayed 8 nights in Jan 2024
Response from VrboOwner on Jan 25, 2024
nancy,
thanks for the great review...so happy you enjoyed your stay and we hope to see you again soon.
waterfront keys realty
Verified
10/10 Excellent
steve a.
Jan 15, 2018
Beautiful
Beautiful place and location, enjoyed greatly and will come back.
steve a.
Stayed 4 nights in Jan 2018
Response from VrboOwner on Mar 26, 2020
Thanks for taking the time to write a nice review :) we certainly appreciate it. :)
Thanks again for coming and we are glad you all had a great time !! look forward to seeing you on your next Florida Keys adventure thank you so much sincerely Jim and Linda :) :)
Beautiful property would recommend. Plenty of towels and other amenities.
Matthew V.
Stayed 5 nights in Nov 2020
Verified
10/10 Excellent
Tammra E.
Mar 8, 2019
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.
Tammra E.
Stayed 4 nights in Mar 2019
Response from VrboOwner on Mar 26, 2020
We would like to thank you for submitting a nice review it helps people like you all find a fantastic place like our home !! to have a great vacation thanks again for coming sincerely Jim & Linda owners of the home in Cudjoe Key #95
Archival
10/10 Excellent
Karen V.
May 23, 2014
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!
Karen V.
Response from VrboOwner on Mar 26, 2020
Hi Karen and family
It's Jim and Linda the owners of the home you were renting we would like to thank you and your family for taking time to write such a beautiful review we appreciate when someone takes notice of all of our hard work in keeping the home in good working order we are fortunate to live close by and we're always checking in on the house to make sure that cleaning and maintenance and attention to detail is being done properly have a safe trip to your next destination and we hope to see you soon on your next Florida Keys adventure sincerely Jim and Linda
Verified
8/10 Good
Phyllis W.
May 10, 2018
Gorgeous view, clean well appointed.
Loved watching sunrise and the boats coming by.
Phyllis W.
Stayed 9 nights in May 2018
Response from VrboOwner on Mar 26, 2020
Thanks for Taking the time to write a review we are glad you had a great time AT are home thanks again for coming sincerely Jim and Linda VO 95 STRONG :-)
Owner of property is very in touch throughout our stay. Will definitely book this place again. Very nice quiet neighborhood with beautiful views.
Lori D.
Stayed 5 nights in Aug 2019
Response from VrboOwner on Mar 26, 2020
Thank you all for thanking the time to submit a nice review !! it was a pleasure having you all as our guest at our home in the beautiful fl keys take care from Jim & Linda :-) :-)
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!
Darren W.
Stayed 4 nights in Nov 2024
Response from VrboOwner on Dec 6, 2024
Darren,
So happy to hear you enjoyed your stay. Look forward to seeing you again soon.
Waterfront Keys Realty
What an amazing trip!! The view from this house is top notch!!
Wendy S.
Stayed 7 nights in Sep 2019
Response from VrboOwner on Mar 26, 2020
Thank you all for for taking the time to submit a great review you said it perfectly in a few words top notch glad you had a amazing time we appreciate your stay at our home thanks again from the owners Jim & Linda :-) :-)
Verified
8/10 Good
Stewart S.
Aug 12, 2018
Very relaxing,beautiful view of the bay,all new furnishings due to hurricane Irma.
Excellent I wish I was still there.
Stewart S.
Stayed 28 nights in Jul 2018
Response from VrboOwner on Mar 26, 2020
Hi there we want to thank you all for taking the time to write a Review we are glad you had fantastic time :-) We’ve been trying very hard since the hurricane to get everything back in order but we do see the light at the end of the tunnel thanks again and we look forward to your next years vacation Sincerely Jim and Linda Vo Strong 95 :-) I know the view is fantastic but is the view of the ocean not the bay LOL
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.
Marc M.
Stayed 5 nights in Dec 2019
Response from VrboOwner on Mar 26, 2020
Thank you all for taking the time to submit a nice review we certainly appreciate take care from your fl keys friends Jim & Linda :-):-)
From a partner site
10/10 Excellent
Derek P.
May 7, 2018
Beautiful views of the water
Convenient for boat docking, cozy and clean, thanks!
Derek P.
Stayed 2 nights in Apr 2018
Response from VrboOwner on Mar 26, 2020
Thank you for taking the time in writing a nice review we certainly appreciate it !!! we have been working very hard after Hurricane Irma to make our home better than ever for our guests it’s been very trying for us !! thanks again for coming sincerely Jim and Linda VO 95 STRONG and we hope to see you on your next Florida Keys adventure :-). :-)
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.
Susan S.
Stayed 4 nights in Jan 2025
Response from VrboOwner on Jan 26, 2025
Susan,
So happy to hear you enjoyed your stay. See you again soon.
WFR
Archival
10/10 Excellent
Gerri H.
Aug 6, 2017
Can't beat the view!
Love the Keys! Love this view!
Gerri H.
Stayed 7 nights in May 2017
Response from VrboOwner on Mar 26, 2020
We certainly appreciate you taking the time to write a little note about our fantastic view at are home and that you love spending time in the Florida Keys we look forward to your next visit to our home thanks again sincerely Jim and Linda :)
This home is the perfect location, the view is a dream, fully stocked kitchen, could go on and on, owners were above and beyond helpful
Kelley W.
Stayed 5 nights in May 2021
Response from VrboOwner on Jun 3, 2021
Thank you all so much for taking the time to submit a a wonderful review :-) :-) and taking care of our home as if it wAs yours it was a pleasure having you all as our guests:-) :-)
And we look forward to seeing you on your next Florida Keys adventure😊