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Our Happy Place

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A coastal property with multiple buildings, a dock, and a marina. - Our Happy Place (Upper Sugarloaf Key)
A waterfront property with a wooden dock, colorful Adirondack chairs, and a clear view of the water. - Our Happy Place (Upper Sugarloaf Key)
A balcony with a view of a swimming pool and surrounding buildings. - Our Happy Place (Upper Sugarloaf Key)
A bedroom with a bed, a window, a door, and a ceiling fan. - Our Happy Place (Upper Sugarloaf Key)
A modern kitchen with a central island, bar stools, and a view to the outside. - Our Happy Place (Upper Sugarloaf Key)
Our Happy Place provides laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Barbecue grill

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About this property

Our Happy Place

  • Summary:

    Beautiful 4BDR/ 2BA Home on the canal, with boat lift



    The Space:

    Welcome to Your Sugarloaf Key Retreat! Escape to this sun-filled, single-level 4- bedroom, 2-bathroom haven situated on Lower Sugarloaf Key, perfectly perched on a pristine canal. Nestled on over a quarter acre, this spacious home is designed for relaxation and entertaining, featuring an open-concept great room that seamlessly connects generous living and dining areas to a beautifully equipped kitchen. You'll love the abundant cabinetry, granite countertops, stainless steel appliances, and a handy pantry and laundry closet. Step outside to your large screened-in porch, where dining and lounging come with breathtaking canal views—an ideal spot for year-round al fresco meals or sipping your morning coffee in the gentle sea breezes. The well-planned split floor layout ensures privacy for everyone, with two spacious guest bedrooms (one offering stunning canal views) sharing a thoughtfully designed bathroom. The expansive primary suite provides a personal sanctuary, featuring serene water views, patio access, double closets, and an en suite bathroom. Take full advantage of your 100 feet of waterfront with a composite dock and a 15K boat lift installed in 2020, making your fishing and diving adventures easily accessible.  The property includes a substantial carport, ample open parking, and room for trailer storage on this impressive 12,500 sq. ft. lot. Located in the tranquil and exclusive Sugarloaf neighborhood, this home is just minutes away from fantastic restaurants and entertainment.



    Guest Access:

    Private entrance

Similar properties

About the neighborhood

Sugarloaf Shores, a neighborhood in Summerland Key, is home to this vacation home. Key West Golf Club and Stock Island Yacht Club & Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Take an opportunity to explore the area for water adventures such as scuba diving. Visit our Summerland Key travel guide
View more Vacation Homes in Summerland Key
Map
Upper Sugarloaf Key, FL

What's nearby

  • A thatched-roof outdoor seating area with tables and chairs overlooking a body of water.
    Lower Sugarloaf Sound
    11 min walk - 0.9 km
  • A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.
    Florida Keys Beaches
    6 min drive - 5.3 km
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    34 min drive - 34.2 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    35 min drive - 34.8 km
  • Upper Sugarloaf Sound
    1 min drive - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    22 min drive

Restaurants

  • Baby's Coffee
    5 min drive
  • Morning Joint
    10 min drive
  • Square Grouper Bar and Grill
    10 min drive
  • Mangrove Mama's
    6 min drive
  • South Of The Seven
    17 min walk

Frequently asked questions

Is Our Happy Place pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Our Happy Place?

Check-in begins at 4:00 PM.

What time is check-out at Our Happy Place?

Check-out is at 10:00 AM.

Where is Our Happy Place located?

Located in Sugarloaf Shores, this vacation home is within a 5-minute walk of Lower Sugarloaf Sound and Upper Sugarloaf Sound. Great White Heron National Wildlife Refuge is 1.3 mi (2.1 km) away.

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Reviews

Our Happy Place Reviews

10

Exceptional

10

Cleanliness

10

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

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We arrive at the vacation home and it was very clean, equipped with all a family could need for a month's stay and ready for us to have the vacation we wanted. The neighborhood is very peaceful, clean and safe. Many places to fish and do outdoor activities were nearby within driving distance, including a marina. We swam and fished in the canal in the back and had a lot of fun there (the home has bikes, kayaks and a paddleboard), also a charter captain came right to our dock to pick us up for a day in the sea and that was very convenient. Both Big Pine Key and Key West were 15-20 minutes away with all the shops we needed. Nearby were convenience stores, restaurants and more, all mentioned on the home's welcome binder. The entire rental process, from booking to departure was very seamless and all our needs and answers were met. We had a great family vacation at Out Happy Place and highly recommend this vacation home.
Stayed 42 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
As advertised. Host friendly and helpful
Stayed 28 nights in May 2026