Entire home

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

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A heated pool
Beach
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Property grounds

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms80 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Hot tub
  • Pool

Explore the area

View map
Cudjoe Key, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪8 min drive‬
  • Place, Florida Keys Beaches
    ‪11 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪44 min drive‬

Room options

Similar properties

About the area

Summerland Key

With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys. .This vacation home is 0.6 mi (1 km) from Venture Key and 0.6 mi (1 km) from Out Key.

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.6 km
  • Florida Keys Beaches - 11 min drive - 7.4 km
  • Sugarloaf Beach - 20 min drive - 17.7 km
  • National Key Deer Refuge Visitor Center - 23 min drive - 17.2 km
  • Bahia Honda State Park - 38 min drive - 32.1 km

Getting around

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

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪Broil - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Keys Time – 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.
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.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

Book your stay today and experience the beauty of waterfront living!
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a desk and a microwave.
Enjoy recreational amenities such as a hot tub and a pickleball court.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Dock

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair-accessible pool
  • Smoke-free property

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Billiards/pool table
  • Boat
  • Fish cleaning table
  • Golf
  • Heated pool
  • Kayak
  • Pickleball
  • Table tennis
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Gated community
  • Recycling
  • Unit size: 864 square feet

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

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
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
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

Property is also known as

571246

Reviews

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock Reviews

9.4

Exceptional

9.4/10

Cleanliness
Rating 10 - Excellent. 22 out of 27 reviews
Rating 8 - Good. 2 out of 27 reviews
Rating 6 - Okay. 2 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 1 out of 27 reviews

Reviews

6/10 Okay

Cailin C.

Liked: Cleanliness
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.
Stayed 3 nights in Oct 2025

8/10 Good

Peter A.

Liked: Cleanliness

A few surprises

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
Stayed 3 nights in Jun 2025

10/10 Excellent

Simon S.

Liked: Cleanliness

Perfect getaway

Close to Key West and lots of great boating
Stayed 6 nights in Apr 2025

10/10 Excellent

Tom K.

Liked: Cleanliness

Lovely Keys Getaway

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!
View from the terrace
Stayed 3 nights in Apr 2025

10/10 Excellent

Nicole R.

Liked: Cleanliness

Beautiful property

The property was beautiful enjoyed the porch sitting and taking the kayaks and bikes out
Stayed 4 nights in Apr 2025

10/10 Excellent

David A.

Stayed 5 nights in Mar 2025

10/10 Excellent

EricSarah F.

Liked: Cleanliness

Nice Stay

We enjoyed our stay. It fit our family of 5 well. The host was very prompt with answering any questions we had.
Stayed 3 nights in Mar 2025

10/10 Excellent

Susanna M.

Liked: Cleanliness

Stay in Keys Time

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.
Stayed 2 nights in Mar 2025

10/10 Excellent

Maurice J., Boca Raton, Fl

Liked: Cleanliness

Family Vacation

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.
Stayed 3 nights in Aug 2024

2/10 Terrible

jenny R.

May 2024

Unit is in need of lots of upgrades.. The wooden chair in living room is not able to sit on, cushions are so thin and old.. Outdoor furnitire by water is so old if u sat on them u would fall thru..upstairs Patio furniture needs new cushions very thin.. Grill was left on so no propane had to call.. Tvs only stream so no local channels.. Overall very cheap, old and some hand made furniture out of palets.. Pots and pans need replaced. Bathroom sink took forever to drain.. Will not stay again..
Stayed 7 nights in May 2024

10/10 Excellent

Nancy P.

Liked: Cleanliness

Very nice and convinient

Easy check in, property manager was just a phone call away, house had every thing we could have needed for our stay.
Stayed 3 nights in Feb 2024

10/10 Excellent

Susan S., Union, Ky

Liked: Cleanliness

Great Location

Enjoyed the property and the nice neighbors
Stayed 6 nights in Feb 2024

10/10 Excellent

Alison L.

Liked: Cleanliness

Fantastic place

The house was perfect for my husband and I to spend some time in the beautiful area. We enjoyed it so much, we added a day. It is close enough to Key West that we went several times, but was also nice because it was a lot quieter and were able to hang at several of the local bars/restaurants. Kelly was fantastic to work with. So accommodating and communicative. We arrived earlier than anticipated and she let us check in early and was able to let us stay a few hours longer upon check out. Highly recommend!
Stayed 5 nights in Jan 2024

10/10 Excellent

Jennifer W.

Liked: Cleanliness

January in the Keys

A wonderful get away after the holidays. We enjoyed the accommodations as they were so quaint and comfortable. We sat on the porch every morning and evening....so peaceful. A wonderful way to begin and end the day. We kayaked in the mangroves near Big Coppitt Key and spent a day in Key West. You must go to the Square Grouper and the Morning Joint! A fun time was had by all!!! Also loved Kiki'Sandbar......great music and great food! Fun vibe!
Stayed 4 nights in Jan 2024

10/10 Excellent

Mary S.

Liked: Cleanliness

Ladies Keys Getaway

This is a great community, safe and secure with everything you need. The home was so comfortable. We loved the raised porch for sitting in the ocean breeze at night. Loved our weekend stay, wish we had more time.
Stayed 3 nights in Jan 2024

10/10 Excellent

Michelle C.

Liked: Cleanliness

After Christmas getaway

We spent 3 nights at Keys Time in between Christmas and New Years. Check-in process was a bit lengthy because we hadn’t filled out the Venture Out registration in advance so they didn’t have a record of our reservation. But once we got in, we found the house to be clean, modern and comfortable! We had a great stay!
Stayed 3 nights in Dec 2023

6/10 Okay

Tomasz B.

Disliked: Cleanliness

Disappointed

I was disappointed
Stayed 3 nights in Dec 2023

10/10 Excellent

Tammy L.

Liked: Cleanliness

Birthday Celebration

A much needed get away from our everyday lives. We wanted a sliver of paradise and found it in the Keys! Many long weekends back are a must!
Stayed 5 nights in Sep 2023

10/10 Excellent

Lara P.

Liked: Cleanliness

Amazing property!

Property owner was kind and helpful. Property was clean and had everything we needed!
Stayed 2 nights in Jul 2023

10/10 Excellent

Chris H.

Liked: Cleanliness

Keys Getaway

This was the best house that we have stayed at so far in Venture Out. Would definitely come back. Note that the boat area is only 17 foot, even though it is a 20 foot sea wall.
Stayed 5 nights in Jun 2023

10/10 Excellent

Alex D.

Liked: Cleanliness

Highly recommend!

The ease of booking this facility and the friendliness of Tracy were well appreciated. I will definitely use this company again and I would 100 percent rent this property if it wasn’t for sale. It was charming and perfect for our family.
Stayed 9 nights in Jun 2023

10/10 Excellent

Brandon W.

Liked: Cleanliness

Clean and comfortable

We enjoyed our stay here very much, place was well appointed and very comfortable and spacious. Dock was perfect for our boat and great access to fishing/diving. The community was very nice and the boat ramp facility was awesome. Host was very informative and was easy to communicate with. Will definitely be back!
Stayed 2 nights in Jun 2023

10/10 Excellent

Brenda J.

Liked: Cleanliness

Relaxing Stay

We had a very relaxing stay at Keys Time. The house was clean, comfortable and nicely decorated. We rented a boat for 3 days and kept it right at our dock. We will definitely return.
Stayed 8 nights in Apr 2023

10/10 Excellent

Karen K.

Liked: Cleanliness

Paradise cottage

My family and I had a wonderful time at this property. The cottage was clean and well appointed. The central location allowed us to have fun at various spots and have a quick drive back. Melissa was very responsive to our questions and handles a few hiccups to our satisfaction.
Stayed 5 nights in Apr 2023

10/10 Excellent

Jacob S.

Liked: Cleanliness

Great location

Access to everything you need
Stayed 7 nights in Mar 2023