Hotels in Sugarloaf Key

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Where to stay in Sugarloaf Key?

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
The price is $169
$190 total
includes taxes & fees
Jul 13 - Jul 14
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
The price is $407
$810 total
includes taxes & fees
Aug 12 - Aug 13
Starlight Serenity - Hideaway w Stunning Views

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (352 reviews)
Feel the coastal breeze at this Big Pine Key marina resort where adventure awaits. Hike scenic trails, kayak crystal waters, or lounge by the pool. Near Blue Hole and Bahia Honda State Park, with rooms featuring microwaves and free WiFi.
The price is $103
$257 total
includes taxes & fees
Jul 13 - Jul 14
Old Wooden Bridge Resort and Marina

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (3 reviews)
The price is $93
$194 total
includes taxes & fees
Jul 14 - Jul 15
Tranquility Guest House

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,822 reviews)
Breezy oceanfront getaway offering a refreshing pool and 24-hour fitness center. Just minutes from Duval Street and water activities like scuba diving. Enjoy restaurant dining and bar service with easy access to Key West's famous beaches.
The price is $182
$268 total
includes taxes & fees
Aug 11 - Aug 12
Margaritaville Beach House Key West

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,001 reviews)
The price is $156
$175 total
includes taxes & fees
Jul 16 - Jul 17
Looe Key Reef Resort

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,022 reviews)
This laid-back B&B offers a quiet retreat just minutes from vibrant Duval Street and Hemingway's Home. Start your day with free breakfast before exploring nearby beaches or borrowing kayaks for ocean adventures. Clean rooms with comfortable beds await your return.
The price is $109
$123 total
includes taxes & fees
Jul 13 - Jul 14
Authors of Key West Guest House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,049 reviews)
Escape to this charming B&B where a garden oasis and refreshing pool create a tranquil retreat. Located in the heart of Key West, you'll find Duval Street and Hemingway's home just a 5-minute walk away. Nearby trails offer hiking, biking, kayaking, and scuba adventures.
The price is $119
$155 total
includes taxes & fees
Jul 19 - Jul 20
Duval House

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (445 reviews)
Soak up the sun at this charming guesthouse with an inviting outdoor pool and peaceful garden. Located just 5 minutes from bustling Duval Street and Florida Keys Beaches, with free WiFi and parking. The Ernest Hemingway Home and Museum is nearby.
The price is $134
$166 total
includes taxes & fees
Jul 20 - Jul 21
Douglas House - Adults Only

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,294 reviews)
The price is $131
$180 total
includes taxes & fees
Jul 13 - Jul 14
Ibis Bay Beach Resort

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (811 reviews)
Step into Victorian charm at this Key West guesthouse, just a 10-minute walk from Duval Street and Hemingway's home. Enjoy the outdoor pool after free continental breakfast, then relax in the garden or terrace.
The price is $109
$173 total
includes taxes & fees
Jul 13 - Jul 14
Duval Inn

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,006 reviews)
Immerse yourself in this Victorian guest house featuring a rooftop terrace and garden. Just steps from Duval Street and near Mallory Square, L'Habitation offers free WiFi, continental breakfast, and proximity to water activities.
The price is $107
$120 total
includes taxes & fees
Jul 13 - Jul 14
L'Habitation Guest House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (715 reviews)
This peaceful Key West B&B features beautiful gardens with a living wall by the pool. Rent bikes on-site to explore nearby Florida Keys beaches or stroll to shops and restaurants. Guests praise the serene atmosphere and helpful staff.
The price is $99
$133 total
includes taxes & fees
Jul 14 - Jul 15
The Garden House

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,431 reviews)
Escape to this beachfront haven with 4 sparkling pools and onsite kayaking. The Grove Kitchen serves meals by the water, while a fitness center keeps you active. Just minutes from Duval Street and Smathers Beach, with easy airport access.
The price is $129
$203 total
includes taxes & fees
Jul 14 - Jul 15
Parrot Key Hotel & Villas

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,008 reviews)
The price is $143
$206 total
includes taxes & fees
Jul 16 - Jul 17
The Cabana Inn Key West - Adults Only

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,010 reviews)
The price is $139
$189 total
includes taxes & fees
Jul 14 - Jul 15
Parmer's Resort

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,002 reviews)
Escape to this 19th-century mansion offering a heated pool and peaceful courtyard. Just 10 minutes from Florida Keys Beaches, you'll enjoy proximity to tourist attractions while retreating to quiet, clean rooms after exploring.
The price is $142
$261 total
includes taxes & fees
Jul 13 - Jul 14
Amsterdam's Curry Mansion Inn

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,011 reviews)
Victorian elegance meets island vibes at this tranquil guesthouse, just a 15-minute stroll from Hemingway's home. The outdoor pool with poolside bar creates a peaceful retreat, while complimentary breakfast energizes before exploring nearby attractions.
The price is $134
$174 total
includes taxes & fees
Aug 2 - Aug 3
The Palms Hotel

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (755 reviews)
Escape to a private beachfront sanctuary in the Florida Keys, where 2 sparkling pools meet pristine shoreline. Savor magical sunsets after a spa massage, then stroll to nearby Duval Street and South Beach attractions.
The price is $199
$291 total
includes taxes & fees
Jul 16 - Jul 17
Casa Marina Key West, Curio Collection by Hilton

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,340 reviews)
Immerse in Key West serenity with sunset vistas from this oceanfront haven. Just minutes from Smathers Beach and Duval Street, enjoy the private beach, outdoor pool, and hot tub after exploring nearby attractions via the complimentary shuttle.
The price is $127
$239 total
includes taxes & fees
Jul 13 - Jul 14
Beachside Resort & Residences
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.

Learn more about Sugarloaf Key

Between mangrove tunnels and crystal waters, this Florida Keys paradise offers adventures without the Key West crowds. Kayak through natural channels where great blue herons stand sentinel and manatees might glide beneath your paddle. The underwater wonderland of Looe Key National Marine Sanctuary beckons with its kaleidoscope of coral and tropical fish just offshore. Sugarloaf Beach provides a quiet alternative to busier shores, while local bars serve conch fritters and key lime cocktails with zero pretension. For a perfect day, paddle Upper Sugarloaf Sound in the morning, snorkel after lunch, then claim a spot at a waterfront bar where locals swap fishing tales as the sun melts into the Gulf.

A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Check out reviews of Sugarloaf Key hotels guests love

Frequently asked questions

Why should I book my Sugarloaf Key hotel with Hotels.com?
There are lots of reasons to book your Sugarloaf Key trip with us: our free cancellations on selected hotels gives you flexibility, and with One Keyā„¢, our rewards program, you will be able to earn and use OneKeyCashā„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.