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Lower Sugarloaf Key, Florida, United States of America

Lower Sugarloaf Key holiday lettings

We found 285 holiday rentals — enter your dates for availability

Discover a selection of 285 holiday rentals in Lower Sugarloaf Key that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 132 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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Find the best place to stay — Lower Sugarloaf Key

South Point Sunset - Florida Keys waterfront 3/3 House

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
£ 316 avg/night

Canalfront Home - The Perfect Keys Getaway!

Sleeps 9 · 3 Bedrooms · 2 Bathrooms
£ 132 avg/night

Bayside Beauty on Open Water

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
£ 266 avg/night
(38)

New listing! Waterfront dream home w/ a private, heated pool, deck & dock

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
£ 241 avg/night
(1)

Water Views from Every Room

Sleeps 12 · 5 Bedrooms · 3 Bathrooms
£ 466 avg/night
(1)

SUGARLOAF KEY Home on Wide Canal - Private Pool + New Outdoor Gourmet Kitchen

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
£ 310 avg/night
(6)

Search 285 holiday rentals

Top rated rentals — Lower Sugarloaf Key
Stayed Apr 2021

Great amenities and an awesome deck to relax on!

Top notch communication with the owners and property manager that made us feel at ease. The kitchen was well stocked for all of your cooking needs and lots of extra blankets available too. Access and 24/7 availability to the kayaks and bikes made the...

Beth S.
Beth S.
Stayed Apr 2021

Peaceful

The yellow house was a little dated and could use some more TLC, but it was a great location and my family was pleased with the outcome. The property manager was very responsive and easy to communicate with. We loved the kayaks, pool and cornhole boa...

Mark B.
Mark B.
Stayed Apr 2021

Perfect all around

This home was perfect and had everything needed for a great vacation. The underneath outdoor area is shaded, has tons of seating, games and a grill. The huge backyard is great for games and the kayaks, dock and pool tie it all together. Highly recomm...

Jon H.
Jon H.
Stayed Mar 2021

Perfect relaxing home even to work from!

We now work from home and decided why not travel while working. So we made a weekend in Key West, then came to this home for the week. It was perfect! It was about 40 minutes from Key West and 30 minutes from Key West airport. Perfect house to relax ...

Jim C.
Jim C.
Stayed Mar 2021

Most comfortable bed ever!

There are a lot of things to like about this rental, but I have to start by talking about the bed. The king size was the most comfortable bed I might have ever slept on! This would be perfect if we had a boat, but we didn’t. It was absolutely silent ...

Jennifer T.
Jennifer T.

Austin, Texas

Stayed Mar 2021

Location, location, location

Just came back from our vacation and I want to say first of all we will be back. This house sits in a community mixed with rv’s and homes. Everyone we met was super friendly and neighborhood is super clean. We stayed for 7 days and used the pool and ...

Jamie W.
Jamie W.
Stayed Mar 2021

Perfect Location!

We really enjoyed our stay at the Blue Heaven cottage. The location is perfect in that it's on a channel so fun to watch the boats and wildlife from the patio. The owners are very focused on providing a great experience for renters; very responsive t...

Kim M.
Kim M.
Stayed Feb 2021

Excellent Stay!

We enjoyed over a month at Casey and Tom’s place in Sugarloaf. I can’t say enough about the hospitality they provided ahead and during the stay. The home has absolutely everything you’d need, and Casey and Tom were excellent resources for things to d...

Angela R.
Angela R.
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Can I find a vacation rental around Lower Sugarloaf Key?

Yes, our 2021 property listings offer a large selection of 285 vacation rentals near Lower Sugarloaf Key. From 266 houses to 27 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Lower Sugarloaf Key for a holiday or a weekend are on Vrbo.