Find hotels in Sugarloaf Shores, Summerland Key from $111

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 18 - Jul 19
Tomorrow
Jul 19 - Jul 20
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Filter by

Guest rating
Guest rating
Star rating

Discover 3,494 Sugarloaf Shores hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (249)
"Old Wooden Bridge was one of the coolest and most relaxing spots my family and I have ever stayed at! House Boat was clean and wonderful view of the beautiful waters in Big Pine Key! Also we were greeted by Key Deer every night which was an Amazing experience! "
$235 nightly
The price is $265
Jul 20 - Jul 21
Total includes taxes and fees
Old Wooden Bridge Resort and Marina
Little Torch Cottages
Enjoy ocean views from the hotel's beachfront balconies, with access to the beach via the wooden pier.

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
$690 nightly
The price is $777
Jul 20 - Jul 21
Total includes taxes and fees
Little Torch Cottages
Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The private beach was incredible, staff was friendly. Didn't take advantage of the free breakfast but to even have the option was amazing. Bed was a little rickety but that if anything is my only critique. "
$156 nightly
The price is $175
Aug 10 - Aug 11
Total includes taxes and fees
Parmer's Resort
Looe Key Reef Resort
Relax amidst lush greenery and palm trees, surrounded by serene structures and a peaceful walkway.

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
$133 nightly
The price is $150
Aug 17 - Aug 18
Total includes taxes and fees
Looe Key Reef Resort
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1000)
"Good to stay for a night ! "
$99 nightly
The price is $111
Aug 10 - Aug 11
Total includes taxes and fees
Sugar Loaf Lodge
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1688)
"This is a fantastic resort. "
$215 nightly
The price is $242
Aug 10 - Aug 11
Total includes taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
Parking Pool Dock - Shellstone House
Relax in this serene bedroom with a large bed, ceiling fan, and natural light pouring in through large windows.

Parking Pool Dock - Shellstone House

2.0 star property
$2,964 nightly
The price is $3,335
Aug 3 - Aug 4
Total includes taxes and fees
Parking Pool Dock - Shellstone House
New Waterfront Home - Dreamside House
House | 8 bedrooms, Internet

New Waterfront Home - Dreamside House

2.0 star property
$2,964 nightly
The price is $3,335
Aug 3 - Aug 4
Total includes taxes and fees
New Waterfront Home - Dreamside House
Mastway House by Brightwild Pool Dock
Staircase leads to an upper level with a door to an outdoor area and a decorative piece above.

Mastway House by Brightwild Pool Dock

2.0 star property
Mastway House by Brightwild Pool Dock
Waterfront Luxury Home - Tidelands House
Enjoy a spacious open-plan living space with a dining area and seating area, offering a view of the water.

Waterfront Luxury Home - Tidelands House

2.0 star property
$2,964 nightly
The price is $3,335
Aug 3 - Aug 4
Total includes taxes and fees
Waterfront Luxury Home - Tidelands House
Evershore House Pool Parking Dock
Enjoy casual dining and cooking in this kitchen with a central island and stainless steel appliances.

Evershore House Pool Parking Dock

2.0 star property
Evershore House Pool Parking Dock
New Waterfront Home - Sunray House
Enjoy a spacious living area with a high ceiling, large windows, and a comfortable sofa set.

New Waterfront Home - Sunray House

2.0 star property
$2,964 nightly
The price is $3,335
Aug 3 - Aug 4
Total includes taxes and fees
New Waterfront Home - Sunray House
Aquaria House by Brightwild Pool Boat Dock
Contemporary hallway with a polished floor, decorative cabinet, and modern chandelier.

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
$1,717 nightly
The price is $1,931
Jul 27 - Jul 28
Total includes taxes and fees
Aquaria House by Brightwild Pool Boat Dock
Suncoast House by Brightwild Pool Boat Dock
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, and coffee maker.

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
$1,997 nightly
The price is $2,247
Aug 3 - Aug 4
Total includes taxes and fees
Suncoast House by Brightwild Pool Boat Dock
Springtide House by Brightwild Waterfront Pool
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, and oven, set amidst a spacious open-plan area.

Springtide House by Brightwild Waterfront Pool

2.0 star property
$1,717 nightly
The price is $1,931
Jul 21 - Jul 22
Total includes taxes and fees
Springtide House by Brightwild Waterfront Pool
Seagate House by Brightwild Waterfront w Dock
Enjoy a refreshing swim in the pool surrounded by lush greenery and a serene view.

Seagate House by Brightwild Waterfront w Dock

2.0 star property
Seagate House by Brightwild Waterfront w Dock
Waterlane House by Brightwild Pool Boat Dock
Guests can enjoy a refreshing swim in the pool surrounded by lush tropical plants and palm trees.

Waterlane House by Brightwild Pool Boat Dock

2.0 star property
$1,717 nightly
The price is $1,931
Aug 3 - Aug 4
Total includes taxes and fees
Waterlane House by Brightwild Pool Boat Dock
Mirador House by Brightwild Pool Dock
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, oven, and microwave.

Mirador House by Brightwild Pool Dock

2.0 star property
$2,085 nightly
The price is $2,346
Aug 19 - Aug 20
Total includes taxes and fees
Mirador House by Brightwild Pool Dock
New Crestwood House by Brightwild Huge Pool
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and range hood, along with a dishwasher and sink.

New Crestwood House by Brightwild Huge Pool

2.0 star property
$2,348 nightly
The price is $2,642
Aug 3 - Aug 4
Total includes taxes and fees
New Crestwood House by Brightwild Huge Pool
New Altair House by Brightwild Pool Pets
Relax on the upper-floor balcony or by the pool with lounge chairs and a table.

New Altair House by Brightwild Pool Pets

2.0 star property
$2,348 nightly
The price is $2,642
Aug 3 - Aug 4
Total includes taxes and fees
New Altair House by Brightwild Pool Pets
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.

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Learn more about Sugarloaf Shores
Cutthroat Harbor Estates map

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Sugarloaf Shores hotel for you.
How can I save on a Sugarloaf Shores hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Sugarloaf Shores hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Sugarloaf Shores hotel?
Hotel prices in Sugarloaf Shores often vary, but you can find a great deal from $111 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.