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Florida Keys Hotels

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Florida Keys Hotels

See all 266 Hotels in Florida Keys
Southernmost Beach Resort

Southernmost Beach Resort

508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (162 reviews)

This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters ...

$215

$215
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Zero Duval St., Key West
4.0 out of 5.0
4.5 out of 5 (163 reviews)

Overlooking the Gulf of Mexico from the western edge of Duval Street, this Key West resort adjacent to Mallory Square provides prime sunset viewing from its ...

$289

$289
The Inn at Key West

The Inn at Key West

3420 N Roosevelt Blvd, Key West
3.5 out of 5.0
4.0 out of 5 (23 reviews)

Located within minutes of Old Town, the Ernest Hemingway Home & Museum, Mallory Square, Duval Street shops, restaurants, and nightlife.

$169

$169
The Gates Hotel Key West

The Gates Hotel Key West

3824 N Roosevelt Blvd, Key West
4.0 out of 5.0
3.4 out of 5 (63 reviews)

Situated at the northern tip of Key West, this two-story hotel is within 2 miles (3.2 kilometers) of popular Smathers Beach and the airport.

$149

$149
Oceans Edge Key West Hotel & Marina

Oceans Edge Key West Hotel & Marina

5950 Peninsular Avenue, Key West
3.5 out of 5.0
4.6 out of 5 (10 reviews)

Located in Stock Island, this hotel is within 2 mi (3 km) of Key West Harbour, Robbie's, and Key West Tropical Forest and Botanical Garden. Key West Golf Club ...

$179

$179
Hilton Key Largo Resort

Hilton Key Largo Resort

97000 Overseas Hwy, Key Largo
3.5 out of 5.0
3.7 out of 5 (125 reviews)

This island resort--with a white-sand beach on the Gulf of Mexico--has a quarter-mile-long boardwalk trail winding through it 12 acres of dense foliage and rare ...

$143

$143
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada
4.0 out of 5.0
4.4 out of 5 (81 reviews)

Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a 2-minute drive to the History of Diving ...

$199

$199
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd, Duck Key
4.0 out of 5.0
4.2 out of 5 (96 reviews)

This Florida Keys resort is on Duck Key, surrounded by the Atlantic Ocean and the Gulf of Mexico. Key Largo is 46 miles north, and Key West is 61 miles ...

$239

$239
Parrot Key Hotel & Resort

Parrot Key Hotel & Resort

2801 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.0 out of 5 (174 reviews)

Situated on the waterfront, this romantic resort is within 3 mi (5 km) of The Unitarian Universalist Fellowship of Key West, Ernest Hemingway Home and Museum, ...

$199

$199
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.0 out of 5 (20 reviews)

Nestled on the beach, this Islamorada hotel is within 2 mi (3 km) of Bud n' Mary's Dive Center, Hurricane Monument, and Matecumbe United Methodist Church. Lignumvitae ...

$223

$223
Map

Experience Your Best Florida Keys Vacation

Cross the Overseas Highway to the distant Florida Keys and the symbolism is hard to miss: you're not leaving the country, but then again, you are. From top to bottom, the Keys offer something magically removed and unlike any other US beach vacation.

With everything from sunken treasures in Key Largo and family-friendly exploration in Marathon to trophy fishing in Islamorado and pub-studded Key West, this is a place of must-see and must-do.

Ready to design your own Florida Keys vacation? Start with this Orbitz insider guide for our favorite things to do, best times to go and insider gems.

Best time to take a vacation to Florida Keys

Spring break, pleasant weather, festivals or cheap rates -- your Florida Keys vacation is as easy as good timing.

For a perfectly balmy winter or spring break vacation, visit the Keys from December to May for temperatures in the low 80s. It's popular time to visit but the swelling, energetic scene is exactly the draw, especially for those heading to wild Key West.

Visit June through October for the lowest rates and fewer crowds when humidity and regular rainfall are the norm. Celebrate Key West's annual Hemingway Festival in July with readings, a fishing tournament and a look-a-like contest.

Insider tips for Florida Keys travel

Full Moon Party at Pierre's Restaurant (Islamorada)

Every time there's a full moon, this seaside restaurant throws a huge beach party, complete with fireworks, tiki bars, a Reggae band, stilt walkers, fireblowers, acrobats, face painters and more.

Jetpack water sports

Strap on a jet pack and unleash your inner James Bond. Tethered to an unmanned water craft, this thrilling new water sport sets you into flight to turn, hover and cruise 30 feet over the water.

Beach at Fort Zachary Taylor Historic State Park (Key West)

Follow locals to this pristine beach with Australian pines and vibrant reefs.

Mrs. Mac's Kitchen (Key Largo)

Belly up to this quirky roadside diner for delish homemade grub. Swing by for champagne breakfast, or join the lunch/dinner crowd for hogfish and the famed Key Lime Freeze.

Scooner Wharf Bar (Key West)

Hang with boaters and locals, catch live acts from magicians to musicians and feast on fresh seafood.

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.