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Lower Sugarloaf Key, Florida, United States of America

Lower Sugarloaf Key vacation rentals

We found 368 vacation rentals — enter your dates for availability

Discover a selection of 368 vacation rentals in Lower Sugarloaf Key, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $160 per night, and houses and cottages are popular options for a stay in Lower Sugarloaf Key. Either way, you'll find a rental for everyone's needs.
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Houses

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Cottages

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Bungalows

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Caravans

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Find the best place to stay — Lower Sugarloaf Key

NEW! Oceanfront Sugarloaf Key Home w/ Private Dock

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$264 avg/night
(1)

Waterfront Home w/ WiFi, Private Washer/Dryer, Firepit and Private Gas Grill

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$305 avg/night
(1)

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sleeps 12 · 5 Bedrooms · 3 Bathrooms
$272 avg/night
(6)

South Point Sunset - Florida Keys waterfront 3/3 House

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
$443 avg/night
(8)

Banana Cabana, Canal Front Home Sugarloaf Key Mm 17

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$160 avg/night
(9)

For up to date Information call 510-381-5000

Sleeps 8 · 4 Bedrooms · 3 Bathrooms
$375 avg/night
(4)

Search 368 vacation rentals

Top rated rentals — Lower Sugarloaf Key
Stayed Jun 2022

We will be back!

Great place to stay! House is well-appointed. The location is spectacular! Great fishing, fabulous views, close to Key West, great neighbors. Can't say enough about how much we enjoyed our stay. Our friends were in 2 other rentals and kept coming to ...

Amy J.
Amy J.
Stayed Jun 2022

BEST PLACE TO STAY

We had an amazing vacation with our best friends. This was our 3rd year to travel to the Keys and so happy we chose Venture Out. We didn't have to leave the park at all everything is onsite. My husband left his laptop and we contacted our Host and la...

Lance S.
Lance S.
Stayed Jun 2022

Perfect for large families who love the water!

This was our second time to stay on Cudjoe Key and our first time to stay in the Yellow House. Despite the sargassum that Tropical Storm Alex brought in, the unit was perfect for fishing, snorkeling, and kayaking. Situated next to two other "sister...

Sarah A.
Sarah A.
Stayed Jun 2022

Wonderful

We had a quick trip and despite the storm that blew through - the home was set up wonderfully. Much more than we had expected because most places don’t provide as many small detailed items as they did. It was clean, accommodating, and had a great vie...

Kirsten Z.
Kirsten Z.
Stayed May 2022

Quiet location!

We loved the home! It was clean and was exactly as it was described! The community was so quiet and we loved going out to the tiki huts to fish! The 2 women at the guard gate when we checked in were so nice, I wish I remembered their names! We rente...

Jessica P.
Jessica P.

Leary, Texas

Stayed May 2022

Quaint Keys getaway

Located far enough away from the crowds but close enough to enjoy great restaurants and Key West fun. Cozy duplex was perfect for my husband and I on our fishing trip. Full kitchen was great and the property even has access to a small beach on the oc...

Kris S.
Kris S.

Billings, Montana USA

Stayed May 2022

Cudjoe Stay

Super nice getaway!! We brought our flats boat and kept it at the dock. Took some time figuring out the channels on this key but it’s was a super nice location. Pool was super nice to jump in after a day in the water. Not a ton of utensils or seasoni...

Hannah B.
Hannah B.
Stayed May 2022

private, great location, could use more TLC

We absolutely loved the location--right off Hwy 1 on one of the Lower Keys that provided easy access to the things we wanted to see and do. The cottage was also quiet and private, which we appreciated, and the supplies and amenities were adequate. A ...

Keturah K.
Keturah K.
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How many vacation rentals are available around Lower Sugarloaf Key, FL?

Our 2022 property listings offer a large selection of 368 vacation rentals around Lower Sugarloaf Key. From 328 house rentals to 37 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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