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Compare 756 hotels close to Upper Sugarloaf Key with room rates, reviews, and availability. Most hotels are fully refundable.

Pool
Oceanfront RV Lot with 40' Seawall
10.0 out of 10, Exceptional, (1)
"Location was PERFECT!! Just as described & we can’t wait to visit Venture Out again in summer 2024!!"
Oceanfront RV Lot with 40' Seawall
Aerial view
SPACIOUS RV IN THE KEYS
10.0 out of 10, Exceptional, (2)
"We started our trip by spending two nights in key west but also wanted to spend in a less populated are to experience the more nature oriented part of the keys. The RV was clean and convenient to the overseas highway and the National Key Deer Refuge. There were no problems with our stay."
The price is $1
$145 total
includes taxes & fees
May 27 - May 28
SPACIOUS RV IN THE KEYS
Pool
Bungalows at Sugarloaf Beach - The Hemingway
10.0 out of 10, Exceptional, (3)
"Great place to sit back and relax! Lots of peaceful places to hangout with the family. Awesome to walk out right onto the beach (aside from all the seaweed that floated in). Loved the clear kayak and paddle board! So much sea life. Lagoon pool was the best! Wish we had more days."
The price is $995
$1,749 total
includes taxes & fees
May 30 - May 31
Bungalows at Sugarloaf Beach - The Hemingway
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Exterior
Little Palm Island Resort & Spa - A Noble House Resort
4.5 star property
9.8 out of 10, Exceptional, (42)
"fabulous accommodation and staff...service is superb"
Little Palm Island Resort & Spa - A Noble House Resort
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (27)
"Island Paradise is one of the best equiped vrbo locations we have stayed at. We would rank it one of our top 3. The kitchen is well stocked with spices and cooking implements. The owner provided plenty of beach equipment to take in a day at the beach and also provided bikes to take out and explore the resort area. Joan was very attentive to our needs, an excellent host. I would highly recommend staying here if you are looking for a quiet location away from the hustle and bustle of Key West....
ISLAND PARADISE
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (184)
"Rich and Laura provided a wonderful property for our stay in the Keys. It was a quick and enjoyable 30-minute drive to Key West. The resort was beautiful and we could see the canals and a quick golf cart ride to the big water. Wish we could have stayed longer. If I dreamed up the perfect beach house, this would be it! And we had the most delicious key lime pie! Thank you Rich and Laura!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Outdoor pool, a heated pool
Waterfront Venture Out Home
9.6 out of 10, Exceptional, (9)
"What a wonderful place to stay in while visiting Florida Keys. Love the location and was very homey. Thank you"
Waterfront Venture Out Home
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.6 out of 10, Exceptional, (7)
"We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!"
Bungalows at Sugarloaf Beach - The Lighthouse
Outdoor pool
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Beach
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (138)
"Other than the mile hike to front door, jk ( wheel chair ramp) the place was great. Plenty of room for docking my boat, clean with all the amenities. I would stay here again. Outdoor space is great on balcony and canal side. Its nice to be able to flush the boat engine after a day out and spray salt off as well. Thank you for the use of your home."
Comfortable Waterfront Vacation Rental
Property grounds
Cheerful Tiny House on 30 min from Key
9.4 out of 10, Exceptional, (18)
"Very clean, place to stay. Really enjoyed the outside area at night, the lighting was a nice touch!"
The price is $161
$330 total
includes taxes & fees
Jun 3 - Jun 4
Cheerful Tiny House on 30 min from Key
Aerial view
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
9.4 out of 10, Exceptional, (13)
"Good stay but security very strict couldnt even have a drink pool side not even a glass bottle it was plastic cup"
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"Clean and tidy, good facilities, lovely beach area and views."
The price is $149
$201 total
includes taxes & fees
Jun 2 - Jun 3
Parmer's Resort
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Beach
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (121)
"Amazing stay in a boat!"
The price is $139
$256 total
includes taxes & fees
May 26 - May 27
Old Wooden Bridge Resort and Marina
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See all available properties in Upper Sugarloaf Key
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.

Upper Sugarloaf Key Travel Info

Number of reviews
3,686
Closest neighborhoods
Lower Sugarloaf Key, Cutthroat Harbor Estates and Cudjoe Gardens
Known landmark
Upper Sugarloaf Sound
Location
Sugarloaf Key, United States of America
Lowest price
$1
Highest price
$301

Hotels near Other Summerland Key Attractions

Image for Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

See properties
Upper Sugarloaf Sound

Frequently asked questions

What's the area like around Upper Sugarloaf Key?

Upper Sugarloaf Key is located in Summerland Key. Travelers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, check out the 13 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Upper Sugarloaf Key?

Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a marina and a private beach. It's located just a short 0.6 mi (0.9 km) from Upper Sugarloaf Key. Another good choice is Sugar Loaf Lodge, located 2.6 mi (4.1 km) away.

How many hotels should I expect to find near Upper Sugarloaf Key?

Expedia has 13 hotels and other accommodations within a mile from Upper Sugarloaf Key.

If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Key, will I receive a refund?

Yes! Most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals near Upper Sugarloaf Key.

Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Key?

For additional details about updating your stay near Upper Sugarloaf Key or cancelling it, click here.

What can I see and do near Upper Sugarloaf Key?

Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. Spend some time exploring the great outdoors at Upper Sugarloaf Sound, Venture Out Keys, and Lower Sugarloaf Sound. Out Key and Venture Key are some sights worth a visit in the area.

Recent reviews of Upper Sugarloaf Key hotels
Expedia verified reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

5/5 Excellent
"Really enjoyed our week stay. Suites are clean and everything is in good condition. Great for an extended stay. They don't supply a regular coffee maker so we brought our own. They have a Keurig type. Otherwise all that we needed was there. "
A verified traveler stayed at Sugarloaf Key Hotel at KOA Resort
Posted 3 days ago
Sugarloaf Key Hotel at KOA Resort