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

Waterfront vacation home in Summerland Key with a hot tub

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

A heated pool - Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock (Cudjoe Key)
Fridge, microwave, oven, stovetop - Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock (Cudjoe Key)
Beach - Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock (Cudjoe Key)
Fridge, microwave, oven, stovetop - Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock (Cudjoe Key)
Property grounds - Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock (Cudjoe Key)
Located in a gated condominium community, Keys Time offers a serene retreat with a Community Pool and Spa, Tennis Courts, and Ocean View access at the Tiki Huts. This beautifully furnished 2 bedroom 2 bath canal front home is perfect for unwinding with its concrete dock accommodating up to a 17ft boat and swimming ladder.

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms2 bathrooms80 sq m

Popular amenities

  • Parking available
  • Dryer
  • Hot Tub
  • Washer
  • Pet friendly
  • Pool
The current price is AED 1,060
AED 2,629 total
includes taxes & fees
15 Dec - 16 Dec

Add dates for prices

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 #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.
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!

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • 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
  • Smoking not allowed

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
  • Snorkeling 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

Similar properties

A heated pool
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
  • Pool
  • Hot Tub
  • Kitchen
  • Washer
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

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
Information provided by the property may be translated using automated translation tools

Pets

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

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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

About the neighborhood

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.6 km
  • Upper Sugarloaf Sound - 9 min drive - 7.9 km
  • Florida Keys Beaches - 10 min drive - 6.4 km
  • Lower Sugarloaf Sound - 13 min drive - 11.8 km
  • Sugarloaf Beach - 20 min drive - 17.7 km

Getting around

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

Restaurants

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

Frequently asked questions

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

As of 12 December 2025, prices found for a 1-night stay for 2 adults at Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock on 15 December 2025 start from $639.86, 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 w/ Kayaks, Bikes, and Boat Dock pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock?

Check-in begins at 4:00 PM.

What time is check-out at Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock?

Check-out is at 10:00 AM.

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

Situated on the waterfront, this vacation 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.

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Reviews

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

9.2

Wonderful

9.4

Cleanliness

9.4

Location
Rating 10 - Excellent. 22 out of 28 reviews
Rating 8 - Good. 2 out of 28 reviews
Rating 6 - Okay. 3 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 1 out of 28 reviews

Reviews

10/10 Excellent

Simon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

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

10/10 Excellent

Nicole R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Tom K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

EricSarah F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Susan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

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

10/10 Excellent

Nancy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Jacob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Access to everything you need
Stayed 7 nights in Mar 2023

10/10 Excellent

Lara P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Susanna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Brenda J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Mary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Alex D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Chris H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Karen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Tammy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Brandon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

8/10 Good

Peter A.

Liked: Cleanliness, communication, listing accuracy

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

Michelle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

10/10 Excellent

Maurice J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

10/10 Excellent

Alison L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

6/10 Okay

Tomasz B.

Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy

Disappointed

I was disappointed
Stayed 3 nights in Dec 2023

2/10 Terrible

jenny R.

Liked: Check-in
Disliked: Communication, listing accuracy

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

Marlene S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute, great location, & comfy beds. Would stay here again!

Pros: decorated super cute, very clean, no bugs inside, great location, quiet area, nice neighbors, management understanding when I didn’t see their previous communication, security was really nice & joked with us. We enjoyed sitting on the back covered patio. My hubby and I had the king bed & elderly mother-in-law had the queen bed & we all agreed that we all slept great on the beds. Hubby & M-I-L have back issues & had no complaints about the beds. Cons: main bathroom door handle didn’t turn enough from the inside so each of us kept getting stuck in the bathroom. I reported bathroom issue, so hopefully it gets fixed. All dining seating is terribly uncomfortable & the bench creaks loudly if anyone over 120 lbs sits on it. Leather strapped seating is also super uncomfortable & hard to get out of. Bath towels were cute but thin. Couldn’t find kitchen towels. I own & operate a vacation rental in Florida and I feel like this place was well managed. I would definitely stay again with the hopes that some of the seating has improved.
Stayed 2 nights in Jan 2023

10/10 Excellent

David A.

Stayed 5 nights in Mar 2025