The Florida Keys Hotels

Chesapeake Beach Resort

  • 83409 Overseas Hwy. Map It
  • Upper Matecumbe Key
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  • Oceanfront location
  • Free use of water-sports equipment and Wi-Fi (included in resort fee)


  • Dated exterior
  • Mandatory resort fee (per room per night)

Published 09/14/2015

Fodor's Review

This boutique hotel on the beach mixes modern conveniences with a retro look. High-tech gadgets like flat-screen TVs, CD players, and MP3 players give the place an up-to-date feel. Coral stone and dark wood accent the rooms, each of which has a porch or a balcony. Most units are lined up along the long stretch of sand that all but encircles a lagoon; others overlook the tennis court. Room service is available only from 11:30 am to 9:30 pm.

Hotel Information


MM 83.5, 83409 Overseas Hwy., Islamorada, Florida, 33036, United States

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305-664–4662; 800-338–3395

Hotel Details:

  • 44 rooms, 8 suites, 13 villas
  • Rate includes: Breakfast

Published 09/14/2015

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