Relax at Keys Time – 2BR Waterfront Rental and Boat Dock

Cudjoe Key, Florida
$386 avg/night Minimum Stay 1 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

Keys Time #437 – Canalfront 2BR Vacation Rental in Cudjoe Key | Pet-Friendly, Boat Dock & More
Welcome to Keys Time, your relaxing Florida Keys escape located in the sought-after Venture Out community on Cudjoe Key. This beautifully furnished 2-bedroom, 2-bath canalfront home offers the perfect setting for guests looking to unwind, explore, and enjoy the laid-back island lifestyle.
Designed for comfort and convenience, Keys Time comfortably accommodates up to 6 guests. The primary bedroom features a king-size bed and private en suite bathroom. The guest bedroom includes a full-size bed and generous closet space, while a sleeper sofa in the living room offers additional sleeping accommodations.
This home is ideal for boaters and water lovers, offering a 21-foot concrete dock with space for boats up to 17 feet. A fish cleaning station, swim ladder, and dock post make your boating and fishing days effortless. There is a gas BBQ grill outside to cook up your fresh catch!
Take in serene canal views from your covered patio, and if you're lucky, spot a manatee swimming by. Inside, enjoy central A/C, a fully equipped kitchen, and smart TVs in the living room and bedroom to keep you comfortable and connected throughout your stay.
There is a combo Hamilton Beach drip and single serve coffee maker at this home for you to enjoy your favorite brew.
Keys Time is pet-friendly, welcoming up to two well-behaved dogs with a non-refundable pet fee of $250 per pet. Please notify the rental manager at the time of booking if you're bringing your furry companions.
Located within Venture Out, a gated, golf cart-friendly community, you'll have access to a wide range of amenities. These include an 80-foot heated pool, saltwater lagoon, Jacuzzi, tennis courts, basketball and bocce courts, a marina with fuel, bait shop, post office, convenience store, boat ramp, and wash-down station—all just steps from your door.
Explore local dining favorites like Square Grouper, The Morning Joint, Mangrove Mama's, Boondocks Mini Golf & Draft House, Kiki's Sandbar, and The Bent Prop—all within a 10-minute drive. Or take a short, scenic drive just 20 miles south to enjoy the energy, dining, and attractions of Key West.
Whether you're here to fish, dive, kayak, boat, or simply soak in the Keys lifestyle, Keys Time delivers the ideal blend of coastal charm, convenience, and island comfort. Book your stay today and discover why Venture Out is one of the Florida Keys' most loved vacation destinations.
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 20'L x 9.5'W. 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.
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.
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Book your stay today and experience the beauty of waterfront living!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Gated Community Recycling Unit Size: 864 Sq Ft (80 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Dock
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fish Cleaning Table On Site Fishing Nearby Fitness Facilities Nearby Golf Nearby Golfing On Site Jet Skiing Nearby Pickleball Court Sailing Nearby Scuba Diving Nearby Swimming Nearby Tennis On Site Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Pool Or Billiards Table Table Tennis Smart TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair-accessible Pool

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Kristin G.

    Submitted Dec 29, 2025

    Stayed Dec 25, 2025

    The house was ok. Very cute. Furniture is very low and that’s coming from someone not tall (5’3) so if you are tall, you will not like the table, chairs, or living room. The house seemed clean but the coffee maker had old grounds left in it that were growing mold. I did notify the host and they brought a replacement coffee maker the next morning. Our baby is still crawling and her feet were black by the afternoon while hanging around the house. The location is good. The playground is ok, pictures show an extra climbing feature that is no longer there. The pool was good for the kids, the small 1foot one was great for the little ones. We did not try the kayaks or bikes but was nice to have them available

  • John C.

    Submitted Dec 6, 2025

    Stayed Nov 25, 2025

    House was in need of some repairs. Some kitchen cabinet doors were barely hanging on. Only the hand held shower in the hall bath works. Unable to fill tub. TV in the kitchen did not work at all.

  • Cailin C.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    Overall clean and cute property- felt like a cute vacation cottage. Location to key west and activities good. Upon checkin the hot tub was closed for our entire stay (literally the reason we picked this one over the other we were between). We really wanted this for those cool nights after being out all day. Second the master bedroom TV did not work. Bummer when you are a mom with a baby and need to hang out at night in the room and no entertainment, away from the rest of the family as needed. Third, cooking pans were so worn out it was metal and nonstick coating flaking into the eggs we tried to cook, only two pans to choose from and both so worn. Such a cheap easy fix for new proper pans. Host was fast to reply and offered discount (pending) and stated it would be looked into for pans/TV. Had it not been for those “comfort” items to eat breakfast there and wind down at night, it would have been great.

  • Peter A.

    Submitted Jun 16, 2025

    Stayed Jun 11, 2025

    The property was very clean and convenient to Key West. And while the beds were comfortable as was the couch, the living room chairs sat inches off the ground and put you in a 45 degree angle that required effort to even try to get out. The chairs at the kitchen table were TINY and looked like something from a child's playhouse. Only 1 burner on the stove worked which caused us to dine out more than we anticipated since it was impossible to cook a meal on just

  • Simon S.

    Submitted Apr 27, 2025

    Stayed Apr 18, 2025

    Close to Key West and lots of great boating

  • Tom K.

    Submitted Apr 27, 2025

    Stayed Apr 13, 2025

    Lovely property by the water in Cudjoe Key. Very comfortable and well equipped. Host was very communicative and location was great for getting to Key West and other local attractions. Would definitely stay again!

  • Nicole R.

    Submitted Apr 14, 2025

    Stayed Apr 9, 2025

    The property was beautiful enjoyed the porch sitting and taking the kayaks and bikes out

  • EricSarah F.

    Submitted Mar 25, 2025

    Stayed Mar 14, 2025

    We enjoyed our stay. It fit our family of 5 well. The host was very prompt with answering any questions we had.

  • Susanna M.

    Submitted Mar 22, 2025

    Stayed Mar 17, 2025

    We really enjoyed our stay at this property. The house was very clean, well stocked, and comfortable. Being right on the canal was a plus with easy access to take our paddle boards out for a quick session. We enjoyed riding the bikes that were available around the paved community in the evenings to watch the sunset over the water. There are a lot of restaurant options within walking distance or a short drive. We would definitely stay here again and we highly recommend it to anyone wanting to stay in the Keys.

  • Maurice J.

    Submitted Aug 14, 2024

    Stayed Aug 8, 2024

    The place was super clean, had really comforatable beds, cold A/C, and a great kitchen. We especially liked the large covered porch, that faced west as it provided shade in the early morning. We like having our morning coffee on the porch. Rental agency checked in with us often to make sure everything was going well. Just note that the dock is limited to a small boat (17 feet or less - I believe). We had a great time and will be back.

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Total

Includes taxes and fees
$386+
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