Relax at Keys Time – 2BR Waterfront Rental 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.
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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
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 Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Does Relax at Keys Time – 2BR Waterfront Rental and Boat Dock have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Relax at Keys Time – 2BR Waterfront Rental and Boat Dock?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at Relax at Keys Time – 2BR Waterfront Rental and Boat Dock on 9 Aug 2026 start from AU$425, 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 Relax at Keys Time – 2BR Waterfront Rental and Boat Dock pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Relax at Keys Time – 2BR Waterfront Rental and Boat Dock?
On-site parking is available at the property.
What time is check-in at Relax at Keys Time – 2BR Waterfront Rental and Boat Dock?
Check-in begins at 4:00 PM.
What time is check-out at Relax at Keys Time – 2BR Waterfront Rental and Boat Dock?
Checkout is at 10:00 AM.
Where is Relax at Keys Time – 2BR Waterfront Rental and Boat Dock located?
Situated on the waterfront, this holiday home is 0.6 mi (1 km) from Venture Out Keys and 2.4 mi (3.9 km) from Florida Keys Beaches. Venture Key and Out Key are also within 15 minutes.
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Simon,
Thank you for taking time to write a review of your stay with us. Any feedback is greatly appreciated. We are so glad that you enjoyed your vacation. We look forward to hosting you in the future.
The Bluescape Vacation Rentals Team!
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!
Tom K.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 17 May 2025
Tom,
Thank you very much for taking time to review your stay with us. Any feedback is greatly appreciated. We are so glad that you had a wonderful experience. We would love to host you again during your next Florida Keys visit!
Easy check in, property manager was just a phone call away, house had every thing we could have needed for our stay.
Nancy P.
Stayed 3 nights in Feb 2024
Response from VrboOwner on 13 May 2024
Thank you Nancy! It was such a pleasure getting to speak with you and we are so glad you enjoyed your time. We're always a quick phone call away & cant wait to have you back again soon.
Brittani
Bluescape Vacations
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.
Brenda J.
Stayed 8 nights in Apr 2023
Response from VrboOwner on 15 May 2023
Thank you so much for the review Brenda! It was a pleasure and we look forward to your next stay at "Keys Time"!
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.
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.
Alex D.
Stayed 9 nights in Jun 2023
Response from VrboOwner on 23 June 2023
Thank you so much! You are welcome back anytime!
We look forward to hosting you again in the future.
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.
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.
John C.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 7 Dec 2025
Thank you for sharing your feedback. We’re truly sorry to hear about the issues you encountered during your stay. This is not the experience we aim to provide. We appreciate you bringing these items to our attention, and we are having each one addressed immediately. Your comments help us improve, and we hope to have the opportunity to provide you with a much better experience in the future.
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.
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.
Chris H.
Stayed 5 nights in Jun 2023
Response from VrboOwner on 21 July 2023
Thank you Chris! You were a great guest and you are welcome back anytime. We look forward to hosting you again in the future.
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!
Brandon W.
Stayed 2 nights in Jun 2023
Response from VrboOwner on 5 June 2023
Thank you Brandon! We look forward to hosting you again in the future!
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!
Michelle C.
Stayed 3 nights in Dec 2023
Response from VrboOwner on 31 Dec 2023
Thank you so much for the kind review! Our sincere apologies about the check in process. You were great guests and we would love to host your stay again in the future!
Happy New Year 🥳
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.
Maurice J.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 13 Sept 2024
Thank you so much Maurice for your feedback! So happy to hear you had a great stay at Keys Time. Please come back and see us again soon!
Bluescape Vacation Rentals Team
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
Kristin G.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 29 Dec 2025
Thank you for taking the time to leave a detailed review. We’re glad you found the house cute, enjoyed the location, and that the pool worked well for the kids. We also appreciate you letting us know about the coffee maker during your stay - we were happy to replace it the next morning so you could enjoy fresh coffee.
We’re sorry to hear the furniture height and the playground updates weren’t what you expected. We’ll review our listing photos and description to ensure they accurately reflect current amenities. We will also address the floor cleanliness concern with our housekeeping team, as this is not the standard we aim for.
Thank you again for your feedback and for staying with us. We hope to have the opportunity to host you again in the future.
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!
Alison L.
Stayed 5 nights in Jan 2024
Response from VrboOwner on 6 Feb 2024
Thank you so much Alison for the kind review! You were amazing guests and we would love to have you back anytime!! Thank you so much for your stay at Keys Time!
Kelly :)
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!
Jennifer W.
Stayed 4 nights in Jan 2024
Response from VrboOwner on 22 Feb 2024
Thank you so much Jennifer! We really appreciate the kind review and are so happy to hear you had a great time! Come see us again soon!
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
Peter A.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 18 June 2025
Thank you for taking the time to leave a review. We’re glad to hear that you found the property clean, comfortable, and convenient to Key West. We appreciate your feedback about the living room and kitchen seating, as well as the stove. We're sorry these aspects affected your experience, and we’ve already scheduled a maintenance check to address the stove issue. Your comments help us make improvements, and we hope to have the chance to welcome you back with a more seamless stay.
We are so sorry to hear that Tomasz! We responded immediately to your complaint to resolve it and our #1 priority is our guest’s satisfaction at our rentals.
Verified
6/10 Okay
Cailin C.
13 Oct 2025
Liked: Cleanliness, check-in, communication
Disliked: Listing accuracy
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.
Cailin C.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 14 Oct 2025
Hi,
Thank you so much for your feedback and for taking the time to share your experience. We truly appreciate your kind words about the property’s cleanliness, charm, and great location.
We sincerely apologize that the hot tub was under repair during your stay — we completely understand how disappointing that must have been, especially since it was one of the main reasons you chose this home.
Since your visit, new pans have been purchased for the unit, and our team is currently checking the master bedroom TV to identify and resolve the sound issue. We want every guest to enjoy a fully comfortable and relaxing experience during their stay.
Thank you again for your thoughtful review and for noting our quick communication. We hope to have the opportunity to host you again for an even better stay in the future.
Warm regards,
The Bluescape Vacation Rentals Team
About the host
Hosted by Bluescape Vacation Rentals
The Bluescape Vacation Rentals Team Cudjoe Key, Florida
Why they chose this property
At Venture Out on Cudjoe Key, we envision a vibrant, inclusive community where individuals, families and retirees come together to embrace the beauty of coastal living. Escape to this relaxing island haven, a gated condominium community with charming canal-front and open water homes and RV sites featuring full hookups.
What makes this property unique
Keys Time offers the perfect blend of island relaxation and on-the-water adventure in a location that truly has it all. This canalfront home in the gated Venture Out community includes a private dock, kayaks, and bikes—perfect for exploring the surrounding waters and scenic neighborhood. With quick boating access to both the Atlantic and Gulf, plus resort-style amenities like a heated pool, tennis courts, marina, and more, Keys Time stands out as an ideal base for fishing trips, family getaways, or simply slowing down and soaking up the Keys lifestyle. Pet-friendly, thoughtfully equipped, and just 20 minutes from Key West, it’s a rare combination of comfort, convenience, and coastal charm.
Languages:
English, French
Premier Host
They consistently provide great experiences for their guests