10/10 Excellent
Gerri D.
10 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gerri D.
Stayed 6 nights in Jan 2026
Entire home
Keys-y Livin only 20 minutes from Key West in the Florida Keys
Holiday home in Summerland Key with private pool and kitchen
Photo gallery for Keys-y Livin only 20 minutes from Key West in the Florida Keys
Reviews
10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 82548 sq ft
Popular amenities
Explore the area
Cudjoe Key, FL
- Place, Upper Sugarloaf Key10 min drive
- Place, Upper Sugarloaf Sound11 min drive
- Place, Florida Keys Beaches11 min drive
- Airport, Key West, FL (EYW-Key West Intl.)47 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Mid Level Bedroom 2
1 Queen Bed
Mid Level Bedroom 3
1 Queen Bed
Mid Level Second Master
1 Queen Bed
Top Level Master Suite
1 King Bed
3 bathrooms, 1 half bathroom
Jack-N-Jill Bath Between Mid Level BRs 2 and 3
Soap · Towels provided · Bathtub or shower · Toilet
Mid Level Second Master/General Bath
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Top Level Bath
Soap · Towels provided
Top Level Master Bath
Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
About this property
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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House Rules
Check in after 2:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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
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.
Cudjoe Key, FL
What's nearby
- Upper Sugarloaf Key - 10 min drive - 7.6 km
- Upper Sugarloaf Sound - 11 min drive - 8.9 km
- Florida Keys Beaches - 11 min drive - 7.4 km
- Lower Sugarloaf Sound - 15 min drive - 12.8 km
- Sugarloaf Beach - 22 min drive - 18.7 km
Getting around
Restaurants
- Boondock's Grille & Drafthouse - 10 min drive
- Kiki's Sandbar - 13 min drive
- Morning Joint - 4 min drive
- Broil - 6 min drive
- 5 Brothers Two - 10 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
brian m.
3 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
brian m.
Stayed 14 nights in Dec 2025
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!
Languages:
English
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