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Hotels (19)

B&Bs / Inns (11)

Specialty Lodging (7)

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Casa Morada (Islamorada, FL) 3.5 of 5
136 Madeira Rd, Islamorada, FL 33036-3615
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$304 - $501 Avg. price/night*
Ollie #1 of 19 hotels in Islamorada
  •  Amazing Place 
  • We stayed in the jungle room, I can't describe in words how wonderful it... more
  • May 21, 2017
Professional photos | Traveler photos (1123)
Ocean House (Islamorada, FL) 2.5 of 5
82885 Old Hwy, Islamorada, FL 33036-3658
Ocean House Slideshow
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$351 - $655 Avg. price/night*
Ollie #2 of 19 hotels in Islamorada
  •  Incredible  
  • Wow what a beautiful property. Very secluded with great landscaping... more
  • May 21, 2017
Traveler photos (526)
Special Price Stay 3 receive 30% off
The Moorings Village (Islamorada, FL) 3.5 of 5
123 Beach Rd, Islamorada, FL 33036-3768
The Moorings Village Slideshow
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$624 - $1,424 Avg. price/night*
Ollie #3 of 19 hotels in Islamorada
Professional photos | Traveler photos (687)
Special Price 25% Off for 25 Years!
Drop Anchor Resort (Islamorada, FL) 3.0 of 5
84959 Overseas Hwy, Islamorada, FL 33036
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$145 - $304 Avg. price/night*
Ollie #4 of 19 hotels in Islamorada
  •  Perfect! 
  • My husband and I stayed here for a few days after I had a business meeting... more
  • May 18, 2017
Professional photos | Traveler photos (861)
Special Offer 10% Off Mid Week...
Amara Cay Resort (Islamorada, FL) 3.5 of 5
80001 Overseas Highway, Islamorada, FL 33036-3802
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$236 - $431 Avg. price/night*
Ollie #5 of 19 hotels in Islamorada
Professional photos | Traveler photos (1069)
Pelican Cove (Islamorada, FL) 3.0 of 5
84457 Overseas Highway, Islamorada, FL 33036
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$225 - $452 Avg. price/night*
Ollie #6 of 19 hotels in Islamorada
Professional photos | Traveler photos (948)
Cheeca Lodge & Spa (Islamorada, FL) 4.0 of 5
81801 Overseas Highway, Mile Marker 82, Islamorada, FL 33036-3631
Cheeca Lodge & Spa Slideshow
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$285 - $678 Avg. price/night*
Ollie #7 of 19 hotels in Islamorada
  •  Fantastic Weekend  
  • We spent the weekend with friends and had a fantastic time! The staff was... more
  • May 21, 2017
Professional photos | Traveler photos (2228)
Special Offer Endless Summer Sale
Mile Marker 82.1 Oceanfront, 82100 Overseas Highway, Islamorada, FL 33036
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$167 - $380 Avg. price/night*
Ollie #8 of 19 hotels in Islamorada
  •  Gem 
  • What a gem! The property is absolutely stunning. We did not want to... more
  • May 19, 2017
Professional photos | Traveler photos (1193)
84001 Overseas Hwy, Islamorada, FL 33036-3408
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$244 - $447 Avg. price/night*
Ollie #9 of 19 hotels in Islamorada
  •  TD 
  • Place is awesome location fantastic staff is great. Talk about going above... more
  • May 19, 2017
Professional photos | Traveler photos (1907)
Coral Bay Resort (Islamorada, FL)
75690 Overseas Hwy, MM 75.5 Bayside, Islamorada, FL 33036-4004
$119 - $305 Avg. price/night*
Ollie #10 of 19 hotels in Islamorada
  •  Great Place to Stay ! 
  • Extended my trip to the keys an extra day and had someone tell me about... more
  • March 30, 2017
Traveler photos (503)
117 South Carroll Street, Mile Marker 82, Islamorada, FL 33036
The Caribbean Resort at Sea Isle Slideshow
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$365 - $1,678 Avg. price/night*
Ollie #11 of 19 hotels in Islamorada
  •  Coming Home 
  • My family has been coming to this resort since 2006 and would not stay... more
  • April 27, 2017
Professional photos | Traveler photos (745)
Special Price 15% off room rate
La Siesta Resort & Marina (Islamorada, FL) 3.0 of 5
80241 Overseas Hwy, Mile Marker 80.5 Oceanside, Islamorada, FL 33036-3800
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$231 - $477 Avg. price/night*
Ollie #12 of 19 hotels in Islamorada
  •  Bday getaway 
  • La Siesta exceeded our expectations!What a lovely and peaceful place right... more
  • May 16, 2017
Professional photos | Traveler photos (797)
Chesapeake Beach Resort (Islamorada, FL) 2.5 of 5
83409 Overseas Hwy, P.O. Box 909, Islamorada, FL 33036-3526
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$207 - $297 Avg. price/night*
Ollie #13 of 19 hotels in Islamorada
Professional photos | Traveler photos (738)
Kon-Tiki Resort (Islamorada, FL)
81200 Overseas Hwy, Islamorada, FL 33036-3703
$88 - $350 Avg. price/night*
Ollie #14 of 19 hotels in Islamorada
  •  Very Charming 
  • We stayed 2 nights at Kon Tiki which is on the southern end of Islamorada... more
  • May 4, 2017
Traveler photos (125)
Sands of Islamorada (Islamorada, FL) 2.5 of 5
80051 Overseas Hwy, Mile Marker 80, Islamorada, FL 33036-3802
No photo provided
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$151 - $302 Avg. price/night*
Ollie #15 of 19 hotels in Islamorada
  •  Relaxing 
  • Had a lovely stay here on our way up from Key West to Miami. Nice big... more
  • May 6, 2017
Professional photos | Traveler photos (410)
84500 Overseas Hwy, Islamorada, FL 33036-3421
Ollie #16 of 19 hotels in Islamorada
  •  Unusual mix of 
  • Local drinkers and unique bartenders. Good soup, sandwiches and sliders... more
  • May 14, 2017
Traveler photos (100)
84801 Old Hwy, Islamorada, FL 33036-3418
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$164 - $263 Avg. price/night*
Ollie #17 of 19 hotels in Islamorada
Professional photos | Traveler photos (207)
82749 Overseas Hwy, Islamorada, FL 33036-3609
Days Inn and Suites Key Islamorada Slideshow
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$230 - $323 Avg. price/night*
Ollie #18 of 19 hotels in Islamorada
Professional photos | Traveler photos (154)
Special Offer Plan Ahead, Save 15%
Harbor Lights Motel (Islamorada, FL) 2.0 of 5
84951 Overseas Highway, Islamorada, FL
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$87 - $495 Avg. price/night*
Ollie #19 of 19 hotels in Islamorada
  •  Pleasant stay 
  • The room is outdated and small, but clean. Fridge available. No coffee... more
  • May 18, 2017
Professional photos | Traveler photos (247)

Additional Chef Michael's Information

4.5 of 5 bubbles | 1,239 Reviews