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Keys-y Livin only 20 minutes from Key West in the Florida Keys

Photo gallery for Keys-y Livin only 20 minutes from Key West in the Florida Keys

Pool and dock, plenty of outdoor space for your whole crew!
Ocean views await!
Short canal distance to the ocean!
Large family friendly home
Short canal to the ocean and bay

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
4 bedrooms3+ bathroomsSleeps 8

Popular amenities

  • Private pool
  • Garage parking available
  • Dog-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪8 min drive‬
  • Place, Florida Keys Beaches
    ‪9 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪9 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪41 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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 2:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4246305
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Summerland Key

Cutthroat Harbor Estates, a neighborhood in Summerland Key, is home to this vacation 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.
View more Vacation Homes in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 8.2 km
  • Florida Keys Beaches - 9 min drive - 8.3 km
  • Upper Sugarloaf Sound - 9 min drive - 9.5 km
  • Lower Sugarloaf Sound - 12 min drive - 13.1 km
  • Key West Visitors Center - 19 min drive - 21.6 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪The Bent Prop - ‬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.

How much does it cost to stay at Keys-y Livin only 20 minutes from Key West in the Florida Keys?

As of Jun 30, 2026, prices found for a 1-night stay for 2 adults at Keys-y Livin only 20 minutes from Key West in the Florida Keys on Sep 4, 2026 start from $492, 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 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 50 lbs per pet.

How much is parking?

Onsite 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?

Check-out 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 vacation home is within 6 mi (10 km) of Upper Sugarloaf Key, Florida Keys Beaches, and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 mi (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.2/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Heather E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home was large enough for our family of seven . We all had our own space . Very clean and had all the extras to make it feel like home away from home . Lots of parking too. Definitely would stay here again. My girls loved going to the small coffee joint every morning.
Stayed 7 nights in May 2026
Verified

10/10 Excellent

Gerri D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

brian m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 14 nights in Dec 2025
Verified

8/10 Good

Angel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Let me start by saying that Angie (our host) was an exceptional communicator and very accommodating. The house was exactly as described and had everything we needed for a fantastic family vacation. It's also very private, because of the mangroves on the canal. My only complaint about this property was the primary ensuite. There was almost no heat or water pressure in the shower, which caused us to have to go down to our kids rooms in order to get a shower every day. I'm not sure but I think our host may have JUST purchased this property so I hope it's something they fix quickly. Otherwise, it's a great home away from home and we would highly recommend!
Stayed 8 nights in May 2026
Verified

10/10 Excellent

Christina L.

Liked: Cleanliness, check-in, communication, listing accuracy
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.
Stayed 8 nights in Mar 2026
Verified

10/10 Excellent

cheyenne l.

Stayed 15 nights in May 2025

About the host

Hosted by Angie Anderson

Host profile image
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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