Keys-y Livin only 20 minutes from Key West in the Florida Keys
Discover the charm of Keys-y Livin, a luxurious 4-bedroom, 3.5-bathroom canal front home nestled in Cudjoe Key. Built in 2016, this spacious retreat boasts 2,548 sq ft of living space, modern amenities like a gourmet kitchen with all kitchen essentials, air conditioning, and high-speed internet, plus a new heated pool and dock. All necessary vacation amenities provided - linens, bath and pool towels, kitchen necessities, appliances, etc. With 2 floors of living space (3 bedrooms on middle level and master suite on top level), this home is perfect for families or bigger groups looking for room to soak in the perfect vacation. Enjoy breathtaking views from 1,370 sq ft of balcony space. A 30-foot dock with cleats allows for up to a 25' boat (canal is narrow! and bay access is shallow!). Plenty of parking is available for boat trailers as well. Kayaks and paddleboards, are provided for added fun! Perfect for those seeking a serene Florida Keys lifestyle with all the comforts of home.
Please note the Monroe County statue of a 28 day minimum night stay. Our calendar might not reflect this statute (as putting in this minimum effects how the calendar displays availability and is confusing to guests) so we may not be able to allow your reservation for this reason. We will contact you if that is the case.
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Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 4246305vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Summerland Key
Cutthroat Harbor Estates, a neighbourhood in Summerland Key, is home to this holiday home. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
National Key Deer Refuge Visitor Center - 17 min drive - 18.6 km
Getting around
Key West, FL (EYW-Key West Intl.) - 33 min drive
Restaurants
Boondock's Grille & Drafthouse - 10 min drive
Morning Joint - 4 min drive
Kiki's Sandbar - 13 min drive
Mangrove Mama's - 8 min drive
Square Grouper Bar and Grill - 4 min drive
Frequently asked questions
Does Keys-y Livin only 20 minutes from Key West in the Florida Keys have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Keys-y Livin only 20 minutes from Key West in the Florida Keys pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much is parking at Keys-y Livin only 20 minutes from Key West in the Florida Keys?
On-site parking is available at the property.
What time is check-in at Keys-y Livin only 20 minutes from Key West in the Florida Keys?
Check-in begins at 2:00 PM.
What time is check-out at Keys-y Livin only 20 minutes from Key West in the Florida Keys?
Checkout is at 12:00 PM.
Where is Keys-y Livin only 20 minutes from Key West in the Florida Keys located?
Located in Cutthroat Harbor Estates, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Angie was great to work with. The neighborhood is quiet and peaceful, and the neighbors are nice. House is lovely and spacious. The outdoor decks are terrific for breakfast and napping. Easy access to Key West and key activities.
Good communication from host. Property was excellent and as described or better. Such a great home for a long stay in the Keys. Canal access - kayaks were great. Multiple outdoor decks and the heated pool was private and plenty warm. Kitchen was very well stocked with everything you could possibly need.
We enjoyed our stay 3/13-3/21. The home was beautiful and had everything you could need! Lots of cooking utensils, towels, etc. We especially enjoyed the paddle boards and kayaks. The only downfall I could say is the almost complete shallow water access in the immediate and surrounding areas. This made things a bit more complicated to get to our familiar areas of the water. The canal water was pretty stagnant where the home is located so the kids were unable to fish/catch anything rite at the house. Aside from those things, the location of the home is perfect. We love the lower keys and close to restaurants we love. Angie was very easy to get in touch with and check-in/out was super easy.
Christina L.
Stayed 8 nights in Mar 2026
Verified
10/10 Excellent
cheyenne l.
28 Aug, 2025
cheyenne l.
Stayed 15 nights in May 2025
About the host
Hosted by Angie Anderson
We live in Minnesota and instantly fell in love with the Florida Keys when we first visited in 2016! We love the sun, pool, ocean, local island life and just the chill vibe the Keys provides. We look forward to sharing our home with you and making valuable memories!
Why they chose this property
Cudjoe Key is a very relaxed island full of locals who are more year-round owners. The location is fantastic being only 20 minutes from Key West! For boating, the island is easy to get to from both the Gulf Side and Atlantic.
What makes this property unique
The size of this house in the Keys is unique. 2 living spaces, 4 bedrooms and 4 bath make it ideal for larger families or groups of couples looking for a little room to spread out on their vacation. A pool is a must for us to cool off in the hot Florida sun; and the canal is great for those with a bay boat who want to spend some time fishing. This place has it all!