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Map of Best of Both Worlds

Hotels (19)

B&Bs / Inns (11)

Specialty Lodging (8)

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Casa Morada (Islamorada, FL) 3.5 of 5
136 Madeira Rd, Islamorada, FL 33036-3615
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$356 - $625 Avg. price/night*
Ollie #1 of 19 hotels in Islamorada
  •  Absolute paradise! 
  • This was very much a last minute booking. We were heading down to Key West... more
  • January 14, 2017
Professional photos | Traveler photos (1061)
Special Price WINTER SPECIAL!
Ocean House (Islamorada, FL) 2.5 of 5
82885 Old Hwy, Islamorada, FL 33036-3658
Ollie #2 of 19 hotels in Islamorada
Traveler photos (506)
123 Beach Rd, Islamorada, FL 33036-3768
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$674 - $1,940 Avg. price/night*
Ollie #3 of 19 hotels in Islamorada
  •  Almost excellent 
  • We've had the pleasure of staying here before and this latest visit didn't... more
  • December 24, 2016
Professional photos | Traveler photos (382)
Drop Anchor Resort (Islamorada, FL) 3.0 of 5
84959 Overseas Hwy, Islamorada, FL 33036
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$185 - $324 Avg. price/night*
Ollie #4 of 19 hotels in Islamorada
Professional photos | Traveler photos (825)
Offers & Announcements Cozy Oceanfront Resort!
Amara Cay Resort (Islamorada, FL) 3.5 of 5
80001 Overseas Highway, Islamorada, FL 33036-3802
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$223 - $492 Avg. price/night*
Ollie #5 of 19 hotels in Islamorada
  •  Bloodline tour 
  • Beautiful hotel newly renovated. Rooms great and ocean view and sunsets... more
  • January 15, 2017
Professional photos | Traveler photos (971)
Pelican Cove (Islamorada, FL) 3.0 of 5
84457 Overseas Highway, Islamorada, FL 33036
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$222 - $418 Avg. price/night*
Ollie #6 of 19 hotels in Islamorada
Professional photos | Traveler photos (879)
Cheeca Lodge & Spa (Islamorada, FL) 4.0 of 5
81801 Overseas Highway, Mile Marker 82, Islamorada, FL 33036-3631
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$282 - $569 Avg. price/night*
Ollie #7 of 19 hotels in Islamorada
Professional photos | Traveler photos (2056)
Special Offer Save Up To 30%!
Mile Marker 82.1 Oceanfront, 82100 Overseas Highway, Islamorada, FL 33036
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$193 - $386 Avg. price/night*
Ollie #8 of 19 hotels in Islamorada
Professional photos | Traveler photos (1137)
84001 Overseas Hwy, Islamorada, FL 33036-3408
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$232 - $436 Avg. price/night*
Ollie #9 of 19 hotels in Islamorada
Professional photos | Traveler photos (1754)
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
Traveler photos (487)
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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$228 - $501 Avg. price/night*
Ollie #11 of 19 hotels in Islamorada
Professional photos | Traveler photos (769)
117 South Carroll Street, Mile Marker 82, Islamorada, FL 33036
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$373 - $1,683 Avg. price/night*
Ollie #12 of 19 hotels in Islamorada
  •  Top notch resort 
  • This resort has it all,beautiful cottages well appointed with all your... more
  • November 10, 2016
Professional photos | Traveler photos (736)
Chesapeake Beach Resort (Islamorada, FL) 2.5 of 5
83409 Overseas Hwy, P.O. Box 909, Islamorada, FL 33036-3526
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$228 - $309 Avg. price/night*
Ollie #13 of 19 hotels in Islamorada
Professional photos | Traveler photos (705)
84500 Overseas Hwy, Islamorada, FL 33036-3421
Ollie #14 of 19 hotels in Islamorada
Traveler photos (99)
Sands of Islamorada (Islamorada, FL) 2.5 of 5
80051 Overseas Hwy, Mile Marker 80, Islamorada, FL 33036-3802
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$166 - $281 Avg. price/night*
Ollie #15 of 19 hotels in Islamorada
  •  Loved it! 
  • We stayed here for one night as that's all the time we had. It was... more
  • December 31, 2016
Professional photos | Traveler photos (386)
Kon-Tiki Resort (Islamorada, FL)
81200 Overseas Hwy, Islamorada, FL 33036-3703
$88 - $350 Avg. price/night*
Ollie #16 of 19 hotels in Islamorada
Traveler photos (113)
84801 Old Hwy, Islamorada, FL 33036-3418
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$217 - $241 Avg. price/night*
Ollie #17 of 19 hotels in Islamorada
  •  "Keep looking!!!" 
  • We stayed here the NYE weekend and was disappointed. The rooms are in... more
  • January 6, 2017
Professional photos | Traveler photos (205)
82749 Overseas Hwy, Islamorada, FL 33036-3609
Days Inn and Suites Key Islamorada Slideshow
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$211 - $281 Avg. price/night*
Ollie #18 of 19 hotels in Islamorada
Professional photos | Traveler photos (141)
Harbor Lights Motel (Islamorada, FL) 2.0 of 5
84951 Overseas Highway, Islamorada, FL
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$102 - $210 Avg. price/night*
Ollie #19 of 19 hotels in Islamorada
Professional photos | Traveler photos (229)

Additional Best of Both Worlds Information

5.0 of 5 bubbles | 36 Reviews
Price range (per night): $102 - $210