Chesapeake Resort

The Chesapeake Resort in Islamorada offers visitors to the Florida Keys a wonderful respite amidst heavenly surroundings and a private beach.  You don’t have to drive far to reach Paradise, and with the Chesapeake Resort, you’re there in less than two hours from Miami International Airport.

Chesapeake Resort is located on the Ocean side of Islamorada, so you get fabulous views from the water view rooms and villas.  The beach is gorgeous, and grounds are newly renovated, as are the rooms.  Families or groups can feel the comforts of home while on tropical vacation in one of thirteen villas equipped with full kitchens, splendid bathrooms and plenty of space to stretch out and live your dream vacation.

Step out onto your private terrace if you choose a villa, or even if you opt for one of 44 guest rooms or 8 suites in the main building.  Large HDTVs in rooms are new, and phones have data ports in case you don’t want to leave the real world entirely behind you while you’re in Islamorada.

After a day of water sports, charter fishing that leaves from the private Chesapeake Resort docks, or just lazing on the beach, you can enjoy the oceanfront hot tub or heated swimming pools.  Or how about watching the night sky from a Tiki hut observation deck?  We think you’ll agree the newly renovated Chesapeake Resort is better than ever!

Key Largo Hotels

Key Largo Hotels offer  retreat from the world where you can escape without having to drive far at all.  Located at the upper tip of the Florida Keys, Key Largo is the gateway to the entire chain of island that stretch from the end of the Florida peninsula all the way out the Key West, 100 miles down the Overseas Highway.  Key Largo technically starts at Mile Marker 110 and stretches to mile marker 95. Within those fifteen miles you will find Key Largo hotels for every traveler, and every budget.

Only 66 miles from Miami, Key Largo offers the quickest Florida Keys vacation for those with just a weekend or a packed itinerary.  The town caters to the quick getaway traveler, offering resorts and Key Largo hotels that seem to magically form a barrier between the outside world and the resort within.  You get a quick getaway, an ideal retreat, and lots of time for diving, snorkeling, sight seeing, boating, or just lazing around on the beach.

We give our viewers fresh info on all the best Key Largo hotels, from the larger resorts with full services and lots of amenities, to the small privately owned cottages offering an intimate setting and down home hospitality.

Islamorada Hotels

In Islamorada, visitors have the best of all worlds on vacation.  Only an hour and a half from Miami International Airport, the city of Islamorada is close to everything yet offers a remote and peaceful setting for a restorative getaway vacation in the Florida Keys.  Islamorada hotels offer retreats within the peaceful resort town of Islamorada, with several excellent choices – many of which will not break your travel budget.

We offer an in-depth look at each of the Islamorada hotels we cover here, and booking information, discounts, and pictures.  We can tell you whether a certain Islamorada hotel is better for the serious angler, which have the better spa services, and which Islamorada hotels you can count on for great service, super amenities, or deep discounts.

Islamorada is a city of islands, starting at Mile Marker 88 after Key Largo and Tavernier, and ending around Mile Marker  78.  There are six islands in Islamorada, Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of Indian Key and Lignumvitae Key. Islamorada hotels can be found on several of these islands, on the Overseas Highway.

Islamorada offers lots to do, above and beyond the world class fishing that’s made the city so famous.