Sugarloaf Key Vacation Rentals from $98: Search Short-Term Rentals

Q: What's the top vacation rental in Sugarloaf Key?

Poinciana House in Key West : This vacation home rental outside Sugarloaf Key is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

Check Sugarloaf Key vacation rental availability

Vacation Rentals in Sugarloaf Key

Sugarloaf Key Vacation Rental Travel Info

Number of vacation rentals	3
Popular accommodation	Sugarloaf Key private vacation homes
Known landmarks	Florida Keys Beaches, Sugarloaf Beach and Shark Key
International airports	Miami, FL (MIA-Miami Intl.) and Key West, FL (EYW-Key West Intl.)

Other types of properties in Sugarloaf Key you may be interested in

Private beach, snorkeling, kayaking, motor boating

"My family and i stayed at this property during Memorial day weekend. The rooms are amazing!! very clean and spacious. the pool was very nice, and they had live music and drinks. we had an issue during check-in where my card was accidentally charged twice, but the staff was very responsive and were able to issue me a refund upon my return. I would definitely recommend this hotel to any and everyone, we are actually looking to book for labor day.."

6 outdoor pools, free cabanas, pool umbrellas

"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other. "

$246 total

includes taxes & fees

Jun 9 - Jun 10

"Staff was very welcoming and accommodating to our needs like late checkout etc"

$276 total

includes taxes & fees

Jul 9 - Jul 10

Everything you need to know about Sugarloaf Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sugarloaf Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sugarloaf Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sugarloaf Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sugarloaf Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sugarloaf Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sugarloaf Key rentals

At Expedia, we put the best Sugarloaf Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sugarloaf Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sugarloaf Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sugarloaf Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Sugarloaf Key?

Yes, we offer vacation rentals near popular sights in Sugarloaf Key, or you can go with a secluded option if you want a relaxing place to stay. Our travelers say Sugarloaf Key has a good selection of bars.

What's the top vacation rental in Sugarloaf Key?

Poinciana House in Key West: This vacation home rental outside Sugarloaf Key is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Sugarloaf Key?

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

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 vacation rental in Sugarloaf Key like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Sugarloaf Key. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.

Recent reviews of Sugarloaf Key properties
Expedia verified reviews

5/5 Excellent

"Always a great place to stay and good location to everything."

A verified traveler stayed at Southernmost Beach Resort

Posted 22 hours ago

5/5 Excellent

"Our stay at Havana Cabana Key West was absolutely fantastic! It was our first time here, but definitely won't be our last! The room was clean, cozy, and had everything we needed for a comfortable stay. The pool and outdoor area was spacious and inviting, although the lounge chairs could use an update. The staff was attentive and made sure we were well taken care of, especially Nick, Lana, and Kosta who went above and beyond to make our stay memorable. (Thank you!) The food truck on-site offered a great selection of tasty dishes served promptly. The hotel provided a convenient complimentary shuttle service that allowed guests to easily explore Downtown and use for airport transportation. Both destinations were just a few minutes away from the hotel. Shoutout to shuttle driver, Roger, who was extremely welcoming and consistently friendly, making the experience truly enjoyable. Overall, a wonderful experience!"

A verified traveler stayed at Havana Cabana at Key West

Posted 1 day ago

5/5 Excellent

"My family and i stayed at this property during Memorial day weekend. The rooms are amazing!! very clean and spacious. the pool was very nice, and they had live music and drinks. we had an issue during check-in where my card was accidentally charged twice, but the staff was very responsive and were able to issue me a refund upon my return. I would definitely recommend this hotel to any and everyone, we are actually looking to book for labor day.."

A verified traveler stayed at Sugarloaf Key Hotel at KOA Resort

Posted 2 days ago