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Hotels and More in Islamorada

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Awesome: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our Top Picks Lowest Price First Star rating and price Top Reviewed

Sunset Inn

Hotel in Islamorada

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. Big comfy bed. Tea/coffee making facilities. Fridge. Lovely pool area. Lovely room. Pleasant staff.

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8.6
Excellent
644 reviews
Avg. price/night:
$99
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Caloosa Cove Resort & Marina

Hotel in Islamorada

Offering an outdoor pool and sun terrace, Caloosa Cove Resort & Marina is located in Islamorada in the Florida Region, 6 mi from Upper Matecumbe Key. Property was right on the beach. View was phenomenal from the pool and deck area. Was quiet and very family friendly. Property wasn’t huge so there was lots of room to sit around the pool and enjoy the ocean.

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8.6
Excellent
153 reviews
Avg. price/night:
$213
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Hadley House Islamorada

Hotel in Islamorada

This oceanfront hotel, located in Islamorada, Florida, features a heated outdoor pool. Hadley House Islamorada also offers free Wi-Fi and all rooms include a 50-inch cable TV and refrigerator. The accomodation and private area to tan

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8.2
Very Good
746 reviews
Avg. price/night:
$116.10
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Fisher Inn Resort & Marina

Hotel in Islamorada

Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo. We really appreciated the cleanliness of the property. Enjoyed the kayaks and the breakfast options.

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8.8
Excellent
275 reviews
Avg. price/night:
$109.65
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La Siesta Resort & Marina

Hotel in Islamorada

Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool and hot tub. WiFi is included in the resort fee. We went at Siesta with friends and kids , this place is wonderful, location just in front of the sea with outstanding view from everywhere . Staff is really super kind and available far beyond their duties and expectations I strongly recommend this place whether you are a couple or a family with kids We travel a lot but its not easy to find such a perfect combination I’ll definitely recommend and come back!

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8
Very Good
383 reviews
Avg. price/night:
$169.20
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Pelican Cove Resort & Marina

Hotel in Islamorada

Located in Islamorada in the Florida Keys, this property is nestled on its own private beach and offers a cabana cafe and a saltwater lagoon. Theater of the Sea is less than 1 mile away. Awesome place to stay. Great location. Many amenities. Loved everything about it.

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8.3
Very Good
419 reviews
Avg. price/night:
$149.40
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Amara Cay Resort

Hotel in Islamorada

This beachfront hotel is located in Islamorada, Florida and features transfer services within a 3.7 mi radius. WiFi is included in the resort fee. This place far exceeded my expectations. It was modern with clean comfy beds, amazing location, great staff and a nice beach/pool area.

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8.4
Very Good
338 reviews
Avg. price/night:
$188
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Matecumbe Resort

Islamorada

Located in Islamorada, 1.2 miles from Sea Oats Beach and 6 miles from Upper Matecumbe Key, Matecumbe Resort has accommodations with free WiFi, air conditioning, free bikes and an outdoor swimming... The location .. on the beach and the terrace where I could watch the sunruse ... the accommodation was decorated and maintained superbly.. I understand itchit ruined in hurricane Irma a couple if years ago so it was all rebuilt new.

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9.1
Awesome
141 reviews
Avg. price/night:
$140
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Casa Morada

Islamorada

This privately-owned boutique hotel offers 16 suites and is an adults-only property. Caribbean inspired decor can be found throughout the property. Casa Morada is 1969 feet from Upper Matecumbe Key. Perfect little hidden gem...perfectly puppy friendly!! Staff were all lovely. Can’t wait to return.

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9.1
Awesome
170 reviews
Avg. price/night:
$296.10
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Islander Resort Bayside

Islamorada

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool. Amazing bayside property, every townhouse had a beautiful idyllic view. Pool very clean, townhouses exceptional, large bedrooms, balconies, massive well equipped kitchen.

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9.1
Awesome
169 reviews
Avg. price/night:
$210.68
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