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The Florida Keys offer travelers a unique island getaway at the southernmost point of the Florida peninsula. With destinations like Key Largo, Key West, and Islamorada offering a bevy of outdoor activities and unique local landmarks, you won't run out of fun during a trip to the barrier island chain. We've compiled a list of the top resorts, hotels, lodges, and vacation rental properties sure to deliver and unforgettable Florida vacation getaway.
1

La Jolla Resort Hotel

Islamorada, Florida

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+1 (305) 664 - 9213

La Jolla Resort Hotel combines a vintage 1950's Florida style with contemporary luxury and all the modern amenities you could ever want!

From going on adventures exploring the coastline to experiencing the... read more

La Jolla Resort Hotel combines a vintage 1950's Florida style with contemporary luxury and all the modern amenities you could ever want!

From going on adventures exploring the coastline to experiencing the tranquility that only comes from an island paradise, a weekend at LJRH can be handled however you want. Here you're just moments away from many of Islamorada's fine restaurants, activities, and, of course, beaches. Whether you want to take a leisurely stroll or if you'd rather paddleboard or rent a boat, La Jolla Resort would be happy to accommodate you! Meanwhile, La Jolla's friendly and informative staff is always available to help you plan your days and recommend great things to do and see!

Address

82216 Overseas Hwy, Islamorada, FL 33036

Related activities

The resort is 0.7 miles from the History of Diving Museum.

Related Onsite Offerings

There’s free use of bikes and kayaks, an outdoor freshwater swimming pool, and boat slips and a ramp.

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2

Pier House Resort & Spa

Key West, Florida

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+1 (305) 296 - 4600

The Pier House Resort and Spa is located deep in the heart of the pristine beaches and clear waters of Key West, where the sun shines as brightly as the hospitality!

Every room at the Pier House is fully... read more

The Pier House Resort and Spa is located deep in the heart of the pristine beaches and clear waters of Key West, where the sun shines as brightly as the hospitality!

Every room at the Pier House is fully furnished and stocked with a plethora of creature comforts. Bathrooms are expertly tiled and feature rain-style showers, while you can enjoy the stunning views of the ocean and natural features from your personal porch! Meanwhile, you'll love the onsite spa, the only full service spa in Key West. Everything in the spa is designed to relax and rejuvenate so you can find your balance. The skin treatments are designed to help people with varying skin types, while the massage program is second to none. There's a thousand reasons to visit- simply choose one!

Address

One Duval Street, Key West, Florida 33040

Highlights

The resort is a great place for a meeting or conference. They have over 2,600 square feet of meeting space that is outfitted with high end technology and a helpful staff ready to assist with your meeting needs.

Related Onsite Offerings

Pier House Resort & Spa offers spa packages that will leave you feeling like a new person. Contact the experienced and knowledgeable staff and they can help you find the prefect package for you.

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+1 (877) 250 - 3908

Few resorts can boast of having views as gorgeous as Oceans Edge- its lofty heights feature stunning vistas of both the Gulf of Mexico and the Atlantic Ocean!

From your private balcony you'll feel like a... read more

Few resorts can boast of having views as gorgeous as Oceans Edge- its lofty heights feature stunning vistas of both the Gulf of Mexico and the Atlantic Ocean!

From your private balcony you'll feel like a true master of the elements, commander of the wind, earth, fire, and water. Step back inside, and you'll feel like royalty! Besides the superior rooms and intense hospitality, the tropical gardens and fine American-Caribbean dining onsite are simply spectacular. Meanwhile, outside you'll fish, paddle board, snorkel, dive, and kayak around the gorgeous coastline, or you can just plop down next to the pool and catch a tan!

Address

0 Duval Street, Key West, FL 33040

Highlights

The resort features LIQUID Pool Bar Lounge. The colorful outdoor lounge and relaxation area is the perfect waterfront location to enjoy a cocktail while taking in the stunning vistas the waterfront provides.

Related activities

In close proximity to the resort there's a multitude of fun activities to enjoy such as Ernest Hemingway's Home, trolley tours, Mallory Square, Curry Mansion Museum and the Dolphin Research Center.

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4

Key West Vacation Rentals

Key West, Florida

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+1 (305) 296 - 9292

Key West Vacation Rentals is actually the largest vacation rental company in Key West, and their extensive catalog without a doubt includes the property of your dreams!

From your beachfront property you'll... read more

Key West Vacation Rentals is actually the largest vacation rental company in Key West, and their extensive catalog without a doubt includes the property of your dreams!

From your beachfront property you'll have easy access to Key West's bevy of incredible restaurants, attractions, and, of course, beaches. Inside there's fully-stocked kitchens, while many properties feature private pools and hot tubs, ideal on a hot or cold day, respectively. However you choose to spend your time, the supremely hospitable staff will do all they can to facilitate an unforgettable experience!

Address

1001 Whitehead St. Key West, FL 33040

Related activities

The Butterfly Conservatory, Hemingway House and Lighthouse Museum are strolling distance, the Atlantic Ocean is a short 5-7 minute walk, Mallory Square and the Sunset Celebration is a leisurely 15 minute walk!

Fun facts

The Southernmost Point Buoy is an anchored concrete buoy in Key West, Florida marking one of the extreme points of the United States.

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5

The Gardens Hotel

Key West, Florida

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+1 (866) 806 - 8810

With old-style charm, progressive sensibilities, and luxurious accommodations, The Gardens Hotel is a fantastic place to spend a weekend with friends and family!

From their The Gardens has 23 unique... read more

With old-style charm, progressive sensibilities, and luxurious accommodations, The Gardens Hotel is a fantastic place to spend a weekend with friends and family!

From their The Gardens has 23 unique guestrooms, most featuring majestic views of the sparkling ocean. Whether you choose to stay in a spacious master suite or one of the numerous cozy cottages, you'll have easy access to the hotel's self-serve wine bar and outdoor heated pool, plus any and all of the famous Key West attractions! Spend a day in town or on the beach- it's your vacation, after all!

Address

526 Angela St, Key West, FL 33040

Related activities

The lodge is a seven minute walk from the Ernest Hemingway House.

Related Onsite Offerings

There’s a heated pool with a poolside bar, plus an aviary, fountains, ponds and a wine bar.

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6

Hawks Cay Resort

Duck Key, Florida

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+1 (888) 443 - 6393

Hawk’s Cay Resort truly embodies the laid back and relaxing nature of the Florida Keys.

The rooms of Hawks Cay are beautifully decorated in the style of the West Indies and the Caribbean. Each is loaded... read more

Hawk’s Cay Resort truly embodies the laid back and relaxing nature of the Florida Keys.

The rooms of Hawks Cay are beautifully decorated in the style of the West Indies and the Caribbean. Each is loaded with amenities and strategically located to give you a superior view of Duck Key, a view that very well may include any or all of the onsite five restaurants and bars. Tranquility is simply superb here, as the onsite spa is second to none. Their range of massage include the full body “Tropical Breeze”, which uses low to medium pressure to maximize circulation, while you'll adore the “Sea Mist” facial, which is for any skin type and uses natural enzymes to purify the skin. When you combine that relaxation with the incredible surroundings and hospitality, you have a winner!

Address

61 Hawks Cay Boulevard Duck Key, FL 33050

Highlights

This resort is not only for adults. They have programs and activities for children of all ages.

Related activities

In addition to all the spa offers they also offer salon services. Regardless if your looking for a manicure, pedicure or a completely new style, the spa at Hawks Cay Resort will not disappoint.

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7

Keys Holiday Rentals, Inc.

Islamorada, Florida

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+1 (866) 967 - 3004

Keys Holiday Rentals provides homey properties throughout the captivating Upper Keys, from Key Largo to Islamorada- their locations are as diverse as their hospitality is sublime!

A stay in a Keys Holiday... read more

Keys Holiday Rentals provides homey properties throughout the captivating Upper Keys, from Key Largo to Islamorada- their locations are as diverse as their hospitality is sublime!

A stay in a Keys Holiday Rentals will quickly put you in the island lifestyle. You'll wake up late, and greet the day as it comes, whether that's swimming in the crystal clear waters while snorkeling or diving or casting a line in the fishing capital of the world. Keys Holiday Rentals' condo communities are ideal for anyone looking for plenty of space and the ability to meet new people. Many condos feature swimming pools, hot tubs, tennis courts, barbecue areas, tiki picnic areas, and more comforts than you can shake a stick at. The only question is when do you arrive?

Address

83247 Old Hwy, Islamorada, FL 33036

Highlights

Key limes, pineapples and other tropical fruits are native delicacies!

Fun facts

Ponce de Leon discovered the Keys in 1513, but it was not settled for hundreds of years.

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8

At Home in Key West

Key West, Florida

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+1 (877) 695 - 2791

The ample amenities and superb properties of At Home in Key West are as good a reason as any to make head to Florida!

Whether you visit with a group or alone, there's simply an endless amount of fun to be... read more

The ample amenities and superb properties of At Home in Key West are as good a reason as any to make head to Florida!

Whether you visit with a group or alone, there's simply an endless amount of fun to be had here! Hit the beach for some tanning and volleyball, followed by a deep sea fishing excursion. Then go snorkeling on the reef or watch the sunset over Mallory Square. When the day is finished you'll return to the irresistible charm of your At Home in Key West property, as spacious or as cozy as you like. Add in the supremely hospitable staff and you have a winner!

Address

905 Truman Ave, Key West, FL 33040

Highlights

For a real treat, try the key lime pie or visit El Siboney for delicious, authentic Cuban food.

Related activities

Visit the Key West Aquarium or Turtle Kraals to get personal with the local ocean life or Mel Fisher’s Treasure Salvors Museum to see real treasure rescued from the ocean depths.

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9

Rent Key West Vacations

Key West, Florida

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+1 (866) 980 - 7608

As one of the oldest property management companies in Key West, Rent Key West Vacations has a long history of excellent service and pristine vacation rentals. You'll experience both when you visit!

Whether... read more

As one of the oldest property management companies in Key West, Rent Key West Vacations has a long history of excellent service and pristine vacation rentals. You'll experience both when you visit!

Whether you stay a week, a month, or longer, we're sure you'll never want to leave you Rent Key West home! Browse their online catalog and select between an extensive collection of romantic studio cottages, waterfront condos and Old Town residences to find the perfect fit. Inside you'll find fully equipped kitchens, linens, and laundry facilities, offering all the comforts of home plus the added bonus of a gorgeous Key West backdrop. If you so desire, you could also pick a property with a pool, hot tub, or tennis facilities- spoil yourself! Whether you’re escaping for a romantic getaway or an extended family vacation Rent Key West Vacations has something to offer for everyone!

Address

1075 Duval St, Key West, FL 33040

Highlights

The staff is well versed on local activities and restaurants, so feel free to ask!

Fun facts

Rent Key West Vacations is one of the oldest vacation rental management companies in Key West.

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10

Coral Bay Resort

Islamorada, Florida

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+1 (888) 328 - 0454

Much like its namesake, Coral Bay Resort is both stunningly beautiful and an ideal dwelling for all kinds!

From the old-fashioned family fun of a day on the beach to the unparalleled service guests find... read more

Much like its namesake, Coral Bay Resort is both stunningly beautiful and an ideal dwelling for all kinds!

From the old-fashioned family fun of a day on the beach to the unparalleled service guests find within, Coral Bay Resort is a superb option for families and couples alike! You'll have plenty of room and plenty to do in a beachside cottage right on the shore. Step out the door and feel the soft white sand and blue water under your feet. Enjoy all the comfort of home in your private cottage with the convenience of a beach location, then hit the town and see what Islamorada is all about!

Address

75690 Overseas Highway Islamorada, FL 33036

Population

6,184

Highlights

A day on the seaside is just steps away at Coral Bay Resort! The soft white sand of the beach is right outside your door.

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