Hotels and Vacation Rentals

Regions

Hotels in Islamorada

Cheeca Lodge and Spa

PO Box 527
Islamorada, 33036

Located in the heart of Islamorada The Sport Fishing Capital of the World Cheeca Lodge and Spa is nestled on a 27 acre tropical estate. This 4 diamond resort is renowned for its stylish accommodations world class amenities and spectacular oceanfront setting. Chic West Indies styled guestrooms and suites are lavishly outfitted with marble bathrooms mahogany furnishings plush pillow top mattresses fine linens plasma screen televisions and fabulous views of the luxuriant grounds or azure Atlantic.

Nightly Rates: $369.00 - $669.00

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Chesapeake Beach Resort

83409 Overseas Hwy
Islamorada, 33036

Islamoradas famous beach and fishing destination chesapeake beach resort rests on 6.5 acres of oceanfront sands and gardens halfway between miami and key west in the florida keys. Our property is now exquisitely remodeled to deliver state of the art amenities and luxurious accommodations to our guests. We are proud to offer 37 hdtv stereo radio cd alarm with mp3 docking capabilities and wireless internet connection along with new carpeting furniture and remodeled bathrooms and kitchens including granite countertops and vanities all to make your stay more enjoyable and relaxing.

Nightly Rates: $194.25 - $194.25

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Days Inn and Suites Key Islamorada

82749 Overseas Highway
Islamorada, 33036

Welcome to the Days Inn and Suites Key Islamorada - gateway to the tropical Florida Keys. A peaceful relaxing hotel with personal service, the 36-unit Islamorada-Days Inn offers large rooms and suites overlooking the Atlantic Ocean. Guest rooms also available by our Courtyard and Poolside. All of our guest rooms are comfortably furnished and amenities in our Suites include kitchens, washer/dryers. Up to 21 ft boats allowed on a trailer or for dockage. 25.00 per night plus tax for Trailer Parking and 25.00 per night plus tax for Boat Slips.

Nightly Rates: $130.99 - $160.99

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Hampton Inn Islamorada FL

80001 Overseas Highway
Islamorada, 33036

The Hampton Inn - Suites Islamorada hotel in Florida is located at mile marker 80 Oceanside in Islamorada Florida just 80 miles from Key West and Miami Airport. The Hampton Inn - Suites hotel in Islamorada Florida has local attractions that include Florida State historical tours coral rock/house-boat tours diving water shows local artisans swimming picnics and bird-watching. Dine at the Outback Steakhouse located at the Hampton Inn - Suites hotel or walk to some fabulous dining locally at Lazy Days Oceanfront Grill or Islamorada Fish Company OR Uncle*s.

Nightly Rates: $228.65 - $399.00

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Harbor Lights Motel

84951 Overseas Highway
Islamorada, 33036

Our friendly staff welcomes you to the Harbor Lights Motel in Islamorada Florida Keys half-way down this 42-island chain. Our affordable clean quiet and relaxing ocean-front property consists of 24 units in a 3-story building plus four 2-unit cottages. These units consist of 1-double 2-doubles or 1 king bed in which 21 have kitchens. Guest washer and dryer are available. Relax in our fresh water heated pool or just lay back on the numerous lounge chairs overlooking the beautiful Atlantic Ocean.

Nightly Rates: $96.57 - $182.00

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Holiday Isle Beach Resorts

84001 Overseas Hwy
Islamorada, 33036

Holiday Isle Beach Resort and Marina has all the ingredients for the ideal vacation getaway. Sip one of our famous frozen drinks while you bask in the sun on our white sandy beach or poolside in the World Famous Tiki Bar or one of our other 7 bars and restaurants. Enjoy casual dining in the Sportfish Grill serving breakfast lunch and dinner. The resort caters to groups weddings and individuals with a variety of spacious rooms. Our watersports center offers fishing snorkeling and dive charters as well as boat jet skis and kayak rentals.

Nightly Rates: $157.94 - $215.29

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Indigo Bay Hotel

81450 Overseas Highway
Islamorada, 33036

Nestled in the heart of Islamorada amid lush tropical foliage sits twenty-five charming contemporary cottages known as Indigo Bay. Enjoy luxurious accommodations complete with fully-equipped kitchens flat screen TVs and quaint balconies. Or take a dip in our salt water swimming pool while admiring spectacular views of the beautiful Florida Bay. The Indigo Bay Hotel has everything you need to rejuvenate your senses and to build lifelong memories.

Nightly Rates: Check Rates

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Islander Resort

82100 Overseas Highway
Islamorada,

unique pet friendly and ADA compliant destination in Islamorada- in the Florida Keys. Nestled among palm trees on 25 oceanfront acres in Islamorada. Resort includes 114 spacious rooms that are a friendly retreat for the family or business traveler. All villas are ground level with parking close by.

Nightly Rates: $126.00 - $355.00

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La Siesta Resort and Marina

80241 Overseas Hwy
Islamorada, 33036

La Siesta Resort and Marina is the premier Florida Keys vacation resort and is located on a fantastic 6 acre tropical island ocean front setting. Come experience Islamorada in the beautiful Florida Keys. Relax and enjoy the Upper Keys laid back style. catch a snooze under a palm catch a tan on the sun beach or catch the thrill of a lifetime aboard a one of our local world class sport fishing snorkeling or diving charters. On site enjoy the complimentary use of bicycles and fishing rods to experience the gorgeous Florida Keys scenery and fishing.

Nightly Rates: $219.00 - $279.00

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Lime Tree Bay Resort

68500 Overseas Highway
Islamorada, 33001

Recipient of the coveted Superior Small Lodging Award, AAA approved and recognized as one of Fodor's Travel "best bets" in the Florida Keys, Lime Tree Bay Resort is consistently recognized for its excellence in the hospitality industry.

Nightly Rates: $106.50 - $149.00

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