The Islamorada hotels listed below are available to book online at low discount rates. Whether you're booking a block of rooms for your wedding party or simply going on a Familiarization or Fam Trip for your destination wedding, our guide makes booking your accommodations simple. You'll find amenity information and much more. Many of the hotels in Islamorada provide photos that give you a clear picture of what they look like. Enter your travel dates into the search box on the right to see which hotels have rooms available and are offering the best rate. The best rate possible is offered when you book online. Thanks for making your reservation with the Association for Wedding Professionals!

Islamorada, FL Hotels

Days Inn and Suites Key Islamorada
82749 Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 215.99 - 269.99 )
2 Star
Welcome to the Days Inn and Suites Key Islamorada - gateway to the tropical Florida Keys. A peaceful relaxing hotel with personal service, the 36-unit Islamorada-Days Inn offers large rooms and suites overlooking the Atlantic Ocean. Guest rooms also


Hampton Inn Islamorada FL
80001 Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 245.65 - 289.00 )
3 Star
The Hampton Inn - Suites Islamorada hotel in Florida is located at mile marker 80 Oceanside in Islamorada Florida just 80 miles from Key West and Miami Airport. The Hampton Inn - Suites hotel in Islamorada Florida has local attractions that include F


Islander Resort
82100 Overseas Highway
Islamorada, FL
Nightly Rates: ( 221.00 - 245.00 )
3 Star
unique pet friendly and ADA compliant destination in Islamorada- in the Florida Keys. Nestled among palm trees on 25 oceanfront acres in Islamorada. Resort includes 114 spacious rooms that are a friendly retreat for the family or business traveler.


Lookout Lodge Resort
87770 Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 139.00 - 279.00 )
2 Star
Lookout Lodge Resort is designed to be your home in Islamorada while in the upper Florida Keys Resort area. 1 and 2 bedroom suites with beach front sunset views are our specialty. Our resort offers private swimming and sunbathing areas -no pool- with


Lime Tree Bay Resort
68500 Overseas Highway
Islamorada, FL 33001
Nightly Rates: ( 149.00 - 149.00 )
3 Star
Recipient of the coveted Superior Small Lodging Award, AAA approved and recognized as one of Fodor's Travel 'best bets' in the Florida Keys, Lime Tree Bay Resort is consistently recognized for its excellence in the hospitality industry. Lime Tree Bay


Pelican Cove Resort and Marina
84457 Old Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 229.00 - 359.00 )
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 marina. Additionally, our efficiencies include fully


Postcard Inn Beach Resort And Marina At Holiday Isle
84001 Overseas Hwy
Islamorada, FL 33036
Nightly Rates: ( 143.65 - 539.00 )
2 Star
Postcard Inn Beach Resort and Marina at Holiday Isle has all the ingredients for the ideal vacation getaway. Sip one of our famous frozen drinks while you bask in the sun on our white sandy beach or poolside in the World Famous Tiki Bar or one of ou


Ocean Dawn Suites
82885 Old Hwy
Islamorada, FL 33030
Nightly Rates: ( 329.00 - 499.00 )
3 Star
From arranging tours and charters with our preferred providers to securing V.I.P. reservations at Islamorada s top restaurants Ocean Dawn s friendly staff is here to serve you. As one of Islamorada s most extraordinary oceanfront settings for socia


Harbor Lights Motel
84951 Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 197.10 - 229.00 )
3 Star
Our friendly staff welcomes you to the Harbor Lights Motel in Islamorada Florida Keys half-way down this 42-island chain. Our affordable clean quiet and relaxing ocean-front property consists of 24 units in a 3-story building plus four 2-unit cottag


Islander Bayside
81450 Overseas Hwy
Islamorada, FL 33036
Nightly Rates: (no rate info at this time)
4 Star


Drop Anchor Resort and Marina
84959 Overseas Highway
Islamorada, FL 33036
Nightly Rates: ( 125.00 - 239.00 )
3 Star
Located approximately 80 Miles South of Miami International Airport and 85 Miles North of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorda. Intimate and private, t


La Siesta Resort And Marina
80241 Overseas Hwy
Islamorada, FL 33036
Nightly Rates: ( 209.00 - 209.00 )
3 Star
La Siesta Resort and Marina is the premier Florida Keys vacation resort and is located on a fantastic 6 acre tropical island ocean front setting. Come experience Islamorada in the beautiful Florida Keys. Relax and enjoy the Upper Keys laid back style


Cheeca Lodge And Spa
PO Box 527
Islamorada, FL 33036
Nightly Rates: ( 599.00 - 1,189.00 )
5 Star
Located in the heart of Islamorada The Sport Fishing Capital of the World Cheeca Lodge and Spa is nestled on a 27 acre tropical estate. This 4 diamond resort is renowned for its stylish accommodations world class amenities and spectacular oceanfr


Chesapeake Beach Resort
83409 Overseas Hwy
Islamorada, FL 33036
Nightly Rates: ( 204.25 - 399.00 )
2 Star
Islamoradas famous beach and fishing destination chesapeake beach resort rests on 6.5 acres of oceanfront sands and gardens halfway between miami and key west in the florida keys. Our property is now exquisitely remodeled to deliver state of the art


Pines And Palms Resort
80401 Old Highway
Islamorada, FL 33036
Nightly Rates: ( 219.00 - 299.00 )
3 Star
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 and patio or balcony. Tastefully decorated with tropica


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