Top Luxury Islamorada Hotels

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Find where to stay and what to pay for Top Luxury Islamorada Hotels. Select a hotel to see nearby attractions and restaurants. Compare prices on multiple sites at once to get the best rate.

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Islander Resort

The oceanfront Cheeca Lodge is a smoke-free resort located on 27 acres of Upper Matecumbe Key, two miles from the Theater of the Sea (marine mammal... more

avg price$428.00
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popularityA+ Top 2%
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Hampton Inn & Suites Islamorada

This hotel is located in the heart of the Florida Keys at mile marker 80and is on the ocean side of Overseas Highway. This hotel offers an on site... more

avg price$216.00
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popularityA- Top 10%
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Hampton Inn & Suites Islamorada
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Chesapeake Resort

The Chesapeake has 65 spacious units. Oceanfront guest rooms and suites have spectacular views of the Atlantic Ocean. Individually appointed villas... more

avg price$369.00
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popularityA- Top 10%
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Casa Morada

Casa Morada is located on the bay of Islamorada, the jewel of the Florida Keys. Tucked away in a quiet residential neighbourhood, in this funky Flo... more

avg price$318.00
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popularityA- Top 10%
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The Moorings Village

Staying at the Moorings is more like being at a secluded beach house than at a hotel. You'll never see another soul on this 18-acre resort,... more

avg price$377.00
popularityA- Top 10%
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Port of Call Town Homes

136 Aregood Ln
Islamorada, FL 33036

 

avg price$229.00
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Islander Resort

The Islander Resort Escape reality on our 1100 foot coral sand beach. Whether you choose to lounge oceanfront, in one of our two pools or at the... more

avg price$169.00
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Lookout Lodge Resort

87770 Overseas Hwy
Islamorada, FL 33036

 

avg price$197.00
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