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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

A multi-story hotel with balconies, a pool area, and a view of a body of water.
A modern kitchen with white cabinetry, a large island, bar stools, stainless steel appliances, and pendant lighting.
A modern living room with a grey sofa, a wooden coffee table, and a TV displaying a beach scene. There are three bar stools and a decorative cabinet with intricate patterns.
A balcony with wicker furniture and a view of a water body and greenery.
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.

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.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
4 bedrooms3+ bathroomsSleeps 8

Popular amenities

  • Private pool
  • Garage parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • 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.)
    ‪39 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.

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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 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 Upper Sugarloaf Key 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.
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
  • Boondocks Grille & Draft House - 12 min drive - 12.7 km
  • Lower Sugarloaf Sound - 13 min drive - 13.1 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 - ‬12 min drive
  • ‪Square Grouper Bar and Grill - ‬4 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬7 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 28 Aug, 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 1 Apr, 2027 start from S$8,854, 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 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 6 miles (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 miles (15 km).

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!

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English
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