Search Holiday Rentals in Sugarloaf Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Holiday Rentals in Sugarloaf Key

Hyatt Vacation Club at Sunset Harbor, Key West
Surrounded by lush tropical vegetation and a serene waterfall, this tranquil oasis offers a peaceful escape with a mountain view.

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (306)
"We had a nice stay. The property was in a great location."
The price is ₹20,608
₹25,612 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Vacation Club at Sunset Harbor, Key West
Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (250)
"Old Wooden Bridge was one of the coolest and most relaxing spots my family and I have ever stayed at! House Boat was clean and wonderful view of the beautiful waters in Big Pine Key! Also we were greeted by Key Deer every night which was an Amazing experience! "
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (158)
"Such a unique stay and affordable!"
The price is ₹5,359
₹20,495 total
includes taxes & fees
24 Jul - 25 Jul
Aqua Lodges at Hurricane Hole Marina
Coconut Mallory Resort And Marina By Kees Vacations
Relax in a serene outdoor oasis surrounded by lush greenery and a wooden pergola.

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (818)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
Resort View 1BR Suite
Relax on the beach with sun loungers aligned along the shoreline, surrounded by palm trees and a tranquil atmosphere.

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is ₹19,873
₹29,684 total
includes taxes & fees
6 Aug - 7 Aug
Resort View 1BR Suite
Island View 1BR Residence With Balcony
Relax on the beach with sun loungers and scenic views of the calm sea and distant island.

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is ₹18,906
₹28,609 total
includes taxes & fees
18 Aug - 19 Aug
Island View 1BR Residence With Balcony
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sugarloaf Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Excellent customer service,,room was beautiful and the view was a dream,,, the beach is perfect,, we all 3 enjoyed it so much,, it was a beautiful experience "
helen 2-night trip
Posted 19 hours ago
Pier House Resort & Spa

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.