Sugarloaf Shores showing a house, a sunset and a bay or harbor

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Cottages in Lower Sugarloaf Key

Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

"I love ❤️ this place "

Enjoy a serene outdoor space surrounded by lush plants and a charming seating area.

"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."

￥49,300 total

includes taxes & fees

Aug 4 - Aug 5

Enjoy stunning ocean views from the balcony of this beachfront property, featuring a spacious living area with large windows and comfortable outdoor seating.

"Great price great location "

"Easy walk to everything! Comfortable stay. "

￥71,950 total

includes taxes & fees

Aug 14 - Aug 15

Relax by the pool surrounded by lush palm trees.

"The place was everything as described. Close enough to Key West and beaches that we did not stay home much during the day but nice to have a peaceful place to land in the evenings. Bedrooms and bathrooms were right but served its purpose. Jennifer and Susan were very helpful with check in. Thanks for letting my parents relive their glory days in the Keys. I would stay again if we come back!"

Relax in a serene oasis with a hot tub surrounded by lush tropical plants and a wooden fence.

"Will stay here again "

￥49,300 total

includes taxes & fees

Aug 4 - Aug 5

Enjoy a tranquil beachside retreat with access to the calm sea and nearby amenities.

"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "

Relax by the serene pool surrounded by lush greenery and a charming building.

"Cute, charming, clean and quiet. Great location. "

Comfortable bedroom with two beds, a wall-mounted TV, and a ceiling fan.

"We had a wonderful stay here with our kids. Can’t beat the location."

￥49,005 total

includes taxes & fees

Aug 12 - Aug 13

Relax in a secluded outdoor space with a hot tub surrounded by lush tropical plants and trees.

"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "

￥49,152 total

includes taxes & fees

Aug 17 - Aug 18

Cozy home with a front porch and garden, perfect for relaxation.

"We very much enjoyed our stay at the cottage. Everything you need for a comfortable stay and a location that can't be beat. Also, the off-street parking was a time, money, and sanity saver. Thanks to Marcela and family!"

Relax on the beach with lounge chairs and a tranquil sea view.

"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "

￥54,280 total

includes taxes & fees

Aug 4 - Aug 5

"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "

￥46,763 total

includes taxes & fees

Aug 16 - Aug 17

Stunning two-story building with a spacious balcony and lush tropical surroundings.

"great location wish we could use pool!!! lovely stay"

Enjoy a serene atmosphere in this charming house with a covered porch and lush green surroundings.

"Really nice property just as the photos had everything we needed, great surroundings with character the pool area was perfect and well kept a very relaxing and friendly environment . The attached history to the Conch Republic was very interesting and maintained. Communications with Roberta were again very easy and in a timely & friendly manner Easy walk to Duval st and other attractions. All in all a great place to stay and would highly recommend "

Enjoy waterfront views from the balcony of this two-story property, situated along a tranquil canal with a boat docked at the water's edge.

"This place is exactly as described. The quirkiness was perfect for my husband and I to spend our anniversary. We had a day of rain and it was perfect!and"

Relax by the beachside with picnic tables nestled among palm trees, overlooking a pool area or lounge.

"Property was very clean and well stocked. Perfect location on the water. Would definitely rent again "

"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "

￥49,300 total

includes taxes & fees

Aug 4 - Aug 5