Relax at Keys Time – 2BR Waterfront Rental w/Kayaks, Bikes, and Boat Dock | House in Cudjoe Key

9.2 (29 Reviews) |   Pet Friendly   2 Bedrooms  2 Bathrooms  6 Guests
Cudjoe Key House | Relax at Keys Time – 2BR Waterfront Rental w/Kayaks, Bikes, and Boat Dock

2 Bedroom House in Cudjoe Key

Keys Time #437 – Canalfront 2BR Vacation Rental in Cudjoe Key | Pet-Friendly, Kayaks, 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. Enjoy provided kayaks to paddle out to nearby Kemp Channel, or cruise the gated neighborhood on three included bicycles—a favorite among families and couples alike. 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!

Relax at Keys Time – 2BR Waterfront Rental w/Kayaks, Bikes, and Boat Dock is located in Cudjoe Key. Relax at Keys Time – 2BR Waterfront Rental w/Kayaks, Bikes, and Boat Dock provides accommodation, featuring Parking, View, Oceanfront, among other amenities. This House features Parking, View, Oceanfront, to make your stay a comfortable one.

Relax at Keys Time – 2BR Waterfront Rental w/Kayaks, Bikes, and Boat Dock has 2 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cudjoe Key has interesting places to visit. If you want to learn more about the House in Cudjoe Key, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Ocean View
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Bathtub or shower
  • Towels provided
  • Hair dryer
  • 2 bathrooms
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Dining table
  • Dining room
  • Living room
Kitchen
  • Refrigerator
  • Microwave
  • Cookware/dishes/utensils
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Oven
  • Stovetop
  • Spices
Laundry
  • Near laundromat
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
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
Activities
  • Jet skiing nearby
  • Marina nearby
  • Tennis on site
  • Fitness facilities nearby
  • Power boating nearby
  • Fish cleaning table on site
  • Kayaking nearby
  • Wildlife and game walks nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Kayak on site
  • Bicycle on site
  • Fishing nearby
  • Snorkeling nearby
  • Golfing on site
  • Pickleball court
  • Boat on site
Entertainment
  • Table tennis
  • Pool or billiards table
  • Books
  • Smart TV
General
  • Recycling
  • Unit size: 864 sq ft (80 sq m)
  • Gated community
  • French
  • English
  • Near the ocean
  • Near the bay
  • Near a health or beauty spa
  • Near the sea
  • On the waterfront
  • Near a hospital
  • Desk
  • Desk chair
Internet
  • Free WiFi
Outdoors
  • Barbecue grill
  • Dock
Security/Safety
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
Spa
  • Heated pool
  • Shared/communal pool
  • Hot tub

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
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Cailin C.
Oct 14, 2025 06:41:03 AM
Review Score:   6
Summary: 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.
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