Islamorada Florida Lodging
Hotels, Lodges, Extended Stay
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 • Islamorada, FL 33036
305-664-4651
Situated on 27 acres, this luxury oceanfront resort in the Florida Keys offers 199 guestrooms, suites and beach bungalows. All guest rooms feature fantastic views of the Atlantic Ocean or lagoon, Italian-marble baths, and plasma TVs. On-site amenities include a full-service 4,200 square foot spa, a nine-hole, Par 3 Jack Nicklaus golf course, swimming pools, a fully-equipped fitness studio, fishing pier, restaurants, and six tennis courts. mapChesapeake Resort
83409 Overseas Highway • Islamorada, FL 33036
305-664-4662
The Chesapeake has 65 spacious units. Oceanfront guest rooms and suites have spectacular views of the Atlantic Ocean. Individually appointed villas with fully equipped kitchens, range from single room efficiencies to one and two bedroom units. Gardenview motel units with screened porches overlook the tennis court. Improve your tan on more than 700 feet of white sand on our oceanfront sunning beach surrounding the expansive saltwater lagoon. Relax by a fresh water pool or jacuzzi, play tennis or work out in the fitness center. mapCoconut Cove Resort & Marina
84801 Overseas Highway • Islamorada, FL 33036
Mile Marker 85 Oceanfront
305-664-0123
Resort, restaurant, and marina that specializes in award-winning weddings. There is a dive center,... more...Islander Resort
82101 Overseas Highway • Islamorada, FL 33036
305-664-2031
Escape reality on the 1100 foot coral sand beach. Whether you choose to lounge oceanfront, in one of two pools or at the Tiki bar you will find the Caribbean feel of a traditional beach resort and all of the offerings of a four star hotel. Enjoy high seas adventure in the Sportfishing Capital of the World, scuba dive on Americas only living coral reef, dine in fabulous restaurants, visit quaint shops and galleries. Islamorada is the convenient Caribbean Island and the Islander Resort gives you island charm with every modern convenience. mapKey Islamorada Days Inn Oceanfront Resort
82749 Overseas Highway • Islamorada, FL 33036
Mile Marker 82.5
305-664-3681
A freshwater pool, private ocean-side lagoon, boat ramp and dockage for up to 21 feet, jet ski and... more... mapLookout Lodge Resort
87770 Overseas Highway • Islamorada, FL 33036
305-852-9915
One and two bedroom suites with beach front sunset views are their specialty. Their resort offers... more... mapOcean Dawn Suites
82885 Old Highway • Islamorada, FL 33036
Located Behind the Islamorada Post Office
305-664-4844
Quaint, luxury oceanfront hotel with concierge service and a staff that makes you feel right at... more...Pelican Cove Resort
84457 Old Overseas Highway • Islamorada, FL 33036
305-664-4435
Vacation in paradise amidst spectacular ocean views and secluded tropical island gardens while at... more...Pines & Palms Resort
80401 Old Highway • Islamorada, FL 33036
Mile Marker 80.4 Oceanside
305-664-4343
Oceanfront cottages and suites with one, two and three bedrooms, an oceanfront heated freshwater... more... mapPostcard Inn Beach Resort & Marina at Holiday Isle
84001 Overseas Highway • Islamorada, FL 33036
305-664-2321
An oceanfront Islamorada hotel in the Florida Keys, PCI "offers the retro, throwback feel of a... more... map
Bed & Breakfast, Cabins & Cottages
Islamorada, FL, on VRBO®
Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...Keys Lodge & Boat Docks
90611 Old Highway • Tavernier, FL 33070
305-852-2351
This village of islands is known as crown jewel of the Florida Keys surrounded by crystal clear... more... map
Lodging Guides and Directories
BedandBreakfast.com
is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Islamorada and neighboring Florida towns. Shop, compare, and book from their large selection of Islamorada B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.
Condos & Vacation Rentals
Islamorada, FL,Vacation Rentals By Owner on VRBO®
Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...
HomeAway Vacation Rentals in Islamorada, FL
Forget ordinary hotel rooms! Finding the perfect vacation getaway in Islamorada, FL is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.Imagine Rentals
81167 OverSeas Highway • Islamorada, FL 33036
PO BOX 9228
305-396-9002
Imagine Rentals is pleased to present the best selection of Florida Keys vacation rentals to all... more... map
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