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What travelers to Islamorada are saying
Getting Away to Islamorada
Known as the Sport Fishing Capital of the World, Islamorada is actually a village of islands that offers visitors a wealth of activities to enjoy, including beautiful beaches, a wide array of tropical marine life, and excellent diving. By searching Orbitz.com, visitors can find the best rates on Islamorada hotels.
Life on Lower Matecumbe Key
One of the most popular neighborhoods in Islamorada is Lower Matecumbe Key. Visitors will find a host of activities and attractions to enjoy in Lower Matecumbe Key, including the Florida National High Adventure Sea Base and Anne’s Beach. There are numerous accommodation options in Lower Matecumbe Key. Cheeca Lodge, located at Overseas Highway Mile Marker 82, is one of the most popular accommodations in the area. This luxury oceanfront resort offers bungalows, rooms, and suits complete with full kitchens. Visitors can enjoy 27 acres of tropical gardens, tennis courts, a nine-hole pitch and putt golf course, private beach, swimming pools, and a lagoon. There are also two bars and three restaurants located onsite. The number for Cheeca Lodge is 305-664-4651. Rooms start at about $190 per night.
A wide range of dining options is available on Lower Matecumbe, including seafood restaurants inspired by Cuban and Spanish influences. Habanos Oceanfront is located near Caloosa Cove Marina and offers not only ample selections of Cuban favorites but also daily fresh catch specials. Other nearby dining options includes pizza, gourmet dining, and casual island restaurants.
Relaxing on Windley Key
Windley Key is situated between Upper Matecumbe Key and Plantation Key in Islamorada. Attractions in the local area include Theater of the Sea, History of Driving Museum, Mangrove Marina, Everglades Alligator Farm, Joan Purcell Gallery, and the Crane Point Museum and Nature Center. Visitors can also enjoy snorkeling, diving, and fishing in the local area. Snorkeling and diving enthusiasts will find there are numerous sites to explore, including shallow coral reefs, shipwrecks, and mini-walls.
Holiday Isle Hotel offers visitors waterfront views and a convenient location for ocean swimming. Amenities here include a fitness center, hot tubs, two freshwater swimming pools, hot tubs, and a full-service marina. The hotel is also known to offer some of the best nightlife on the entire island. To contact the hotel, visitors can call 305-664-2321. Rates start at about $175 per night. Coconut Grove Resort and Marina is situated near the beach and offers a zero-entry outdoor swimming pool complete with rock formations and a waterfall. The resort also features a private beach, tiki bar, beach chapel, and fitness center. Rates start at $165 per night. The resort’s telephone number is 305-664-0123. Throughout the local area there are numerous dining options featuring an array of diverse cuisine options. Whether travelers are searching for fresh seafood or an upscale gourmet restaurant, there are plenty of choices available.
Islamorada Has It All
Whether you are in the mood to explore the depths of the coral reef, reel in a big one, or soak up some sun on the beach, Islamorada has something to offer everyone. Visitors can find the best prices on Islamorada hotels by searching several different hotels at the same time on Orbitz.com.
Recently booked Islamorada hotels
|Hotel||Last booked||Stars||Price from|
|La Siesta Resort and Marina||4 hours ago||$191|
|Cheeca Lodge and Spa||4 hours ago||$201|
|The Moorings Village and Spa||1 day ago||$472|
|Pelican Cove Resort and Marina||2 days ago||$151|
|Creekside Inn||2 days ago||$118|
|Islander Resort, a Guy Harvey Outpost||3 days ago||$159|
|Chesapeake Resort||3 days ago||$143|
|Pines and Palms Resort||5 days ago||$129|
|Postcard Inn Beach Resort & Marina at Holiday Isle||6 days ago||$155|
|Amara Cay Resort||11 days ago||$282|
Recently Rated Islamorada Hotels
|Cheeca Lodge and Spa||
4.3 / 575 reviews
|Islander Resort, a Guy Harvey Outpost||
3.9 / 567 reviews
4.5 / 52 reviews
|Pines and Palms Resort||
4.2 / 517 reviews
|La Siesta Resort and Marina||
3.7 / 522 reviews
|Postcard Inn Beach Resort & Marina at Holiday Isle||
3.7 / 599 reviews
|Pelican Cove Resort and Marina||
3.9 / 556 reviews
3.4 / 528 reviews
4.7 / 53 reviews
|Amara Cay Resort||
3.3 / 59 reviews
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Featured Islamorada Hotels
81801 Overseas Hwy
Cheeca Lodge & Spa sits on 27 oceanfront acres of Upper Matecumbe Key in the village of Islamorada. It's located 78 miles from Miami International Airport and 80 miles from Key West. For 55...
4 Ladies Pampered to the MAX
82100 Overseas Highway
Designed with vintage 1950s flavor, the Islander Resort offers cottage-style rooms and suites in Islamorada. Located among the palm trees on more than 25 acres of oceanfront property, the resort...
80241 Overseas Hwy
La Siesta Resort & Marina in Florida is on a natural, usually full beach, but there are plenty of activities to take advantage of within the hotel itself, from the poolside Cantina grill to the...
Great place to stay during our fishing trip!
84457 Old Overseas Highway
Every one of our tropical standards and suites captures a breathtaking water view. Relax on your private balcony that overlooks either the magnificent Atlantic Ocean or Pelican Coves own sheltered...
83409 Overseas Highway
Chesapeake Beach Resort rests on 6.5 acres of oceanfront beach and gardens, located in Islamorada, halfway between Miami and Key West. Newly remodeled, the resort offers state-of-the-art amenities...
First trip to the keys
84001 Overseas Highway
The Holiday Isle Resorts & Marina offers the classic Florida Keys experience of cocktails and marina life with great views across the ocean. With a busy beachfront, outdoor tiki bar and a...
Great for all travellers
80401 Old Highway
Cottages, suites and duplexes in a tropical setting on the Atlantic Ocean in Islamorada. Each one-bedroom unit comes with a king or queen bed, a fully equipped kitchen, living room with sofa bed...
Great base to explore the keys
81450 Overseas Highway
Guests of Islander Bayside are welcome to enjoy the amenities of our sister property Islander Resort, located at mile marker 82.1 on the ocean side. Islander Resort has two pools, a Jacuzzi, 1100...
What a fantastic place!
80001 Overseas Highway
Anchored in the laid-back style and carefree atmosphere that make Islamorada the sport fishing capital of the world, the new Islamorada Resort introduces a new level of luxury to the Upper Keys....
Great Room - a little loud
123 Beach Road
Situated in the heart of Islamorada halfway between Miami and Key West The Moorings is an 18-acre property harboring 18 cottages and homes on what was once a coconut plantation. Ranging from one to...
11 Casa Morada
136 Madeira Road
Guests of Casa Morada enjoy the seclusion of a private tropical island but are only minutes away from some of the best dining and outdoor activities in the Florida Keys.
Perfect couples retreat
90611 Old Highway,
Flash Sale, 20% Off
Strategically located ocean side of Tavernier Creek Bridge, with direct access to the Atlantic Ocean or Florida Bay, we are at the heart of everything. We have casual and fine-dining restaurants,...