Search Hotels in Sugarloaf Shores, Summerland Key

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Trending Hotels Near Sugarloaf Shores, Summerland Key

Oceanfront RV Lot with 40' Seawall
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
SPACIOUS RV IN THE KEYS
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 £119
includes taxes & fees
26 May - 27 May
SPACIOUS RV IN THE KEYS
Bungalows at Sugarloaf Beach - The Hemingway
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 £1,422
includes taxes & fees
30 May - 31 May
Bungalows at Sugarloaf Beach - The Hemingway
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Bimini Breeze in Cudjoe Key
Pool
Bimini Breeze in Cudjoe Key
10.0 out of 10, Exceptional, (2)
"This was a super cute place in a very nice association. I had a lot of fun and felt very safe. It was also conveniently located by many great restaurants, groceries and seafood markets. I look forward to returning!!"
Bimini Breeze in Cudjoe Key
Little Palm Island Resort & Spa - A Noble House Resort
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
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (165)
"Relaxing and beautiful!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
ISLAND PARADISE
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (26)
"We wanted a place close to but not in Key West and this was perfect for us. The "resort" was gated so we felt safe. We LOVED the accommodation. Though you can see the water from the home, it was just a short walk to the edge of the bay to watch the sunrise. The home we stayed at was perfect for us. It was clean and updated. We loved sitting in the screened porch with our coffee. There was a nice breeze every day we were there. Our last day was spent relaxing at the pool. I would recommend this...
ISLAND PARADISE
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (180)
"very well stocked and clean, Will be back for sure"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Waterfront Venture Out Home
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
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Sun-loungers, beach towels
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
Tropical Island Getaway! - Venture Out #653
Pool
Tropical Island Getaway! - Venture Out #653
9.4 out of 10, Exceptional, (8)
"Outstanding but the shower floor needs a slip mat and the faucet is in need of repair. Other than that everything was fine"
Tropical Island Getaway! - Venture Out #653
Comfortable Waterfront Vacation Rental
Sun-loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (136)
"Right price for location 35 minutes from Key West."
Comfortable Waterfront Vacation Rental
Bungalows at Sugarloaf Beach - The Lighthouse
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.4 out of 10, Exceptional, (6)
"Stop thinking about it and BOOK this stay!! Absolutely the best place I stayed out all round, the bungalow was adorable, clean and stocked. The communication was quick and friendly. The little resort was perfect, beautiful and breathtaking! My boyfriend and I stayed for a 3 day romantic getaway and I am already excited to go back again and rent a bigger unit to take the kids. Not one bad thing everything was perfect! I'll say it again stop looking and comparing and just BOOK IT!!"
Bungalows at Sugarloaf Beach - The Lighthouse
Cozy, Perfect Conch Cottage!
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!
SEA SHELL COTTAGE UNIT #2
Beach
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (7)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Cheerful Tiny House on 30 min from Key
Property grounds
Cheerful Tiny House on 30 min from Key
9.2 out of 10, Wonderful, (16)
"My son and I were coming down to the Keyes for a short vacation, he has just lost his mother and my wife, so I was looking for a place that was accessible, affordable, well maintained, this was the place. Don’t be alarmed at driving into a park, everything was functional and awesome. The hosts were also awesome."
The price is £277
includes taxes & fees
6 May - 7 May
Cheerful Tiny House on 30 min from Key
Blue Lobster Lodge - Venture Out #543
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"We had a great stay in this delightful community. Our cottage was clean and very well equipped. We had one problem was immediately addressed and fixed. I highly recommend this property for your vacation!"
Blue Lobster Lodge - Venture Out #543
Parmer's Resort
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1000)
"This is a nice little group of older buildings right on Little Torch Key. Not too fancy but you have a pool, some little piers and even a boat launch. This is not ocean it's water between keys so no surf and mostly coral but a little sand on their beach for getting feet wet. Staff is friendly, they have laundry and a nice little continental breakfast with fresh fruit. Great location for seeing other keys (26 mi to key west) If you really want a beach just 5 miles to one at a state partk and nice...
The price is £162
includes taxes & fees
15 May - 16 May
Parmer's Resort
3 night minimum! Spectacular Ocean Views!
A heated pool
3 night minimum! Spectacular Ocean Views!
8.8 out of 10, Excellent, (13)
"Unit was slightly smaller than what we were expecting by the pictures. Very clean, except for the floor in main area. Walking around left the soles of your feet very dirty. Used mop that was provided and it cleaned up nicely. When roll-out bed was out, there was no room to maneuver in the room. Everything worked as expected. Neighborhood was quiet and nice. Manager was responsive and very helpful. A lot of amenities were provided and appreciated."
3 night minimum! Spectacular Ocean Views!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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
Don't see what you're looking for?
See all available properties in Sugarloaf Shores
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.

Other neighbourhoods around Sugarloaf Shores

Hotels in top Summerland Key neighborhoods Learn more about Sugarloaf Shores
Default Image

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Sugarloaf Shores Travel Info

Location
Sugarloaf Key, United States of America
Similar neighbourhood
Lower Sugarloaf Key
Number of hotels
3,349
Known landmarks
Sugarloaf Beach and Upper Sugarloaf Sound

Frequently asked questions

What is Sugarloaf Shores like?

Travellers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighbourhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.

What's a favourite place to stay in Sugarloaf Shores?

For your stay in Sugarloaf Shores, South Point Sunset - Florida Keys waterfront 3/3 House is one of the top choices based on our traveller data. Other good options for your stay in the neighbourhood include Stunning Canal Front Pool Home and Casa Mahi - Sea, Nature, & Relax.

How many hotels should I expect to find in the Sugarloaf Shores area?

If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 35 Sugarloaf Shores hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Sugarloaf Shores.

What is there to do in this Summerland Key neighbourhood?

Lower Sugarloaf Sound is an attraction you might want to check out while you're in Sugarloaf Shores. While you're out sightseeing in Summerland Key, make sure that you visit other sights such as Upper Sugarloaf Sound or Florida Keys Beaches.

Sugarloaf Shores Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

5/5 Excellent
"Beautiful property, great shuttle to downtown and friendly staff. Would recommend!"
A verified traveller stayed at Havana Cabana at Key West
Posted 1 day ago
Havana Cabana at Key West