Search Sugarloaf Key Villa Rentals from CA $1,421

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Sugarloaf Key villas

Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 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 CA $779
CA $1,421 total
includes taxes & fees
Jun 19 - Jun 20
Atlantic View Luxury Villa with Pool
Exterior

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is CA $303
CA $385 total
includes taxes & fees
Jun 4 - Jun 5
Poolside Queen Room Steps from Duval!
Exterior

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Host were incredibly warm and welcoming. The daily happy hour was a great way to connect with other guests and the host. Highly recommend to stay here for all the amenities, convenient location, 5 star services and comfort."
United States
Linda C.
The price is CA $386
CA $490 total
includes taxes & fees
Jun 16 - Jun 17
Poolside Studio Villa Steps from Duval!
Exterior

Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"This was an exceptional place to stay, it was updated and clean. The owners were very nice and you could tell that they wanted their rental to be homey and warm. I highly recommend this place!"
United States
Carole C.
The price is CA $414
CA $525 total
includes taxes & fees
Jun 9 - Jun 10
Loft Villa Steps from Duval!
Exterior

Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"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 CA $345
CA $438 total
includes taxes & fees
Jun 9 - Jun 10
Poolside King Room Steps from Duval!
Exterior

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, (45 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is CA $621
CA $788 total
includes taxes & fees
Jun 7 - Jun 8
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior

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 CA $455
CA $577 total
includes taxes & fees
Jun 14 - Jun 15
One Bedroom Deck 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.
View all properties
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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"We went here for a wedding and it was perfect. The staff is extremely friendly with a special call out to Colette who did a great job collecting orders and serving drinks to guests poolside. Another amenity that we took advantage of was the shuttle service down to the Duval Street area and all the attractions. We are already going back again and staying at the same location again!"
David Martin 5-night trip
Posted 6 hours ago
Oceans Edge Key West Resort, Hotel & Marina

Find out more about Sugarloaf Key

Sugarloaf Key Villas information

Number of reviews
Accommodation
17 Villas
Lowest Price
CA $1,421
Highest Price
CA $1,421

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.
What is there to do near my villa in Sugarloaf Key?
If you're eager to fill up your itinerary in Sugarloaf Key, make your way to Florida Keys Beaches. It's a favorite among locals and tourists alike.

Explore a world of travel with Expedia