Search Villas in Sugarloaf Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Sugarloaf Key villas

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is AED 1,901
AED 3,585 total
includes taxes & fees
15 Nov - 16 Nov
Atlantic View Luxury Villa with Pool

2. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is AED 1,098
AED 1,331 total
includes taxes & fees
18 Nov - 19 Nov
Poolside Queen Room Steps from Duval!

3. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
United States
Michael L R.
The price is AED 1,282
AED 1,552 total
includes taxes & fees
23 Nov - 24 Nov
Poolside King Room Steps from Duval!

4. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Benjamin K.
The price is AED 1,282
AED 1,552 total
includes taxes & fees
22 Nov - 23 Nov
Poolside Studio Villa Steps from Duval!

5. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (66 reviews)
"We had a awesome time in Key West Villas. we will go back some time."
United States
Brian H.
The price is AED 2,200
AED 2,666 total
includes taxes & fees
16 Nov - 17 Nov
Two Bedroom Two Bath Poolside Villa Steps from Duval!

6. One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is AED 1,466
AED 1,763 total
includes taxes & fees
15 Nov - 16 Nov
One Bedroom Deck Villa Steps from Duval!

7. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (22 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is AED 1,466
AED 1,774 total
includes taxes & fees
15 Nov - 16 Nov
Loft Villa Steps from Duval!

8. Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (47 reviews)
"Perfect location and addition of happy hour and breakfast was a big bonus!"
United States
Lynn B.
The price is AED 2,200
AED 2,666 total
includes taxes & fees
23 Nov - 24 Nov
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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.

Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Frequently Asked Questions

Why book your villa in Sugarloaf Key with Expedia?

Booking a villa in Sugarloaf Key is as easy as working out your travel dates and selecting a place suited to your needs. In search of something inexpensive or upscale, or a stay that also has free WiFi? Use Expedia's search filters to narrow your results and find your ideal match.

How can I find cheap villas in Sugarloaf Key?

Expedia is here to help you locate cheap villas in Sugarloaf Key. Use the filter tool to choose star rating, budget and amenities to refine your search and find an ideal stay in a few quick clicks.

Explore a world of travel with Expedia