Sugarloaf Key Holiday Rentals

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Holiday Rentals in Sugarloaf Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (161)
"The houseboat was a delight. Super comfortable and a full kitchen. Very dog-friendly. The woman who checked us in was super nice, and the salt-water pool felt great!"
The price is S$330
includes taxes & fees
2 Dec - 3 Dec
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is S$392
includes taxes & fees
3 Dec - 4 Dec
Aqua Lodges at Hurricane Hole Marina

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
The price is S$539
includes taxes & fees
7 Dec - 8 Dec
Sunshine Key RV Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Sugarloaf Key you may be interested in

Sugarloaf Key Hotel at KOA Resort

3.0 star property
9.8 out of 10, Exceptional, (268)
"Beautiful Beautiful place "
Sugarloaf Key Hotel at KOA Resort

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2217)
"The staff members at this property were very friendly. Check in was seamless and quick despite having a line of people waiting. We received the VIP Gold perks as listed - which is something other hotels seem to struggle with at times. The property itself is large with several different buildings - so it can be tricky to have drive share services pick you up and drop you off at the best location. We used an alternative site that was closest to our building. "
The price is S$459
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1647)
"The property was just amazing. It’s clean and beautiful. Hot Tub / Swimming pool and the Bar side by with complimentary drinks it was really good !"
The price is S$284
includes taxes & fees
4 Dec - 5 Dec
Havana Cabana at Key West - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Sugarloaf Key?

Yes, there are holiday rentals close to the most popular sights in Sugarloaf Key, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Sugarloaf Key has a good selection of bars.

How many holiday rentals are there in Sugarloaf Key?

Choose from 51 Expedia holiday rentals in Sugarloaf Key for a memorable holiday.

What’s there to see and do in Sugarloaf Key?

Florida Keys Beaches and Sugarloaf Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Upper Sugarloaf Key and Saddlebunch Keys.

What’s a holiday rental in Sugarloaf Key like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sugarloaf Key. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.