Hotels in Sugarloaf Key

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Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,002 reviews)
The price is $169
$190 total
includes taxes & fees
Jun 7 - Jun 8
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is $510
$920 total
includes taxes & fees
Jun 17 - Jun 18
Starlight Serenity - Hideaway w Stunning Views

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,002 reviews)
The price is $156
$175 total
includes taxes & fees
Jun 8 - Jun 9
Looe Key Reef Resort

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,815 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 $252
$347 total
includes taxes & fees
Jul 1 - Jul 2
Margaritaville Beach House Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,413 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 $159
$236 total
includes taxes & fees
Jun 15 - Jun 16
Parrot Key Hotel & Villas

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (344 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 $119
$275 total
includes taxes & fees
Jun 8 - Jun 9
Old Wooden Bridge Resort and Marina

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,289 reviews)
The price is $124
$172 total
includes taxes & fees
Jun 7 - Jun 8
Ibis Bay Beach Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,008 reviews)
The price is $179
$234 total
includes taxes & fees
Jun 8 - Jun 9
Parmer's Resort

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
Escape to this serene Florida Keys retreat featuring multiple outdoor pools and a relaxing hot tub. Located just minutes from stunning beaches, enjoy convenient amenities like free WiFi and parking while exploring nearby Upper Sugarloaf Key attractions.
The price is $625
$1,097 total
includes taxes & fees
Jun 19 - Jun 20
Atlantic View Luxury Villa with Pool

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (689 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 $256
$355 total
includes taxes & fees
Jun 17 - Jun 18
Casa Marina Key West, Curio Collection by Hilton

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,152 reviews)
Escape to a peaceful oasis in Key West with a serene pool area and bar. This hotel offers free breakfast, 24-hour fitness center, and convenient shuttle service to nearby beaches and vibrant Duval Street attractions.
The price is $146
$192 total
includes taxes & fees
Jun 14 - Jun 15
Fairfield Inn and Suites by Marriott Key West

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,001 reviews)
Immerse yourself in Key West's beauty at this oceanfront haven where spectacular sunset panoramas await. Just minutes from Duval Street and Mallory Square, enjoy 2 restaurants, 3 bars, and a rejuvenating spa after poolside relaxation.
The price is $303
$418 total
includes taxes & fees
Jun 23 - Jun 24
Ocean Key Resort - A Noble House Resort

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,272 reviews)
Escape to this waterfront retreat with a marina, where 2 outdoor pools and poolside bars await. Feast on seafood at Matt's Stock Island, then explore nearby Duval Street and Smathers Beach. A 24-hour fitness center and free WiFi complete your Key West getaway.
The price is $151
$230 total
includes taxes & fees
Jul 2 - Jul 3
The Perry Hotel & Marina Key West

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, (1,007 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 $119
$134 total
includes taxes & fees
Jun 8 - Jun 9
Authors of Key West Guest House

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,377 reviews)
Experience oceanfront bliss at this peaceful retreat with stunning sunset views. Just a 5-minute drive from Smathers Beach and Florida Keys Beaches, enjoy the outdoor pool, poolside bar, and complimentary breakfast before exploring nearby Duval Street with the convenient shuttle service.
The price is $179
$201 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Key West FL

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
Escape to this Key West guesthouse, a 5-minute walk from Duval Street and Hemingway's Home. Cool off in the outdoor pool, enjoy complimentary breakfast, and unwind at the bar after exploring. Free WiFi and parking make your island stay effortless.
The price is $79
$89 total
includes taxes & fees
Jun 15 - Jun 16
Wicker Guesthouse

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (187 reviews)
Wake up on a unique houseboat with marina access, just a 10-minute drive from Key West's famous attractions. Enjoy complimentary WiFi and parking, then grab the provided kayaks for an aquatic adventure or go snorkeling right from your floating accommodation.
The price is $129
$313 total
includes taxes & fees
Jun 7 - Jun 8
Aqua Lodges at Hurricane Hole Marina

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,003 reviews)
Relax in beach-side sun loungers just 5 minutes from Florida Keys Beaches. This waterfront hotel offers an outdoor pool with hot tub, poolside bar, and garden. Nearby Duval Street and Smathers Beach provide local flair, plus free WiFi and parking.
The price is $199
$224 total
includes taxes & fees
Jun 14 - Jun 15
Courtyard by Marriott Key West Waterfront

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (410 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 $125
$155 total
includes taxes & fees
Jun 9 - Jun 10
Douglas House - Adults Only

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,010 reviews)
Enjoy serenity at this peaceful waterfront retreat with a private beach, outdoor pool, and water adventures like kayaking and sailing. Four Marlins restaurant serves local cuisine, while the spa offers rejuvenating massages just minutes from Duval Street.
The price is $187
$278 total
includes taxes & fees
Jul 1 - Jul 2
The Reach Key West, Curio Collection by Hilton
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.

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