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Islamorada – 39 hotels and places to stay
Our Top Picks Lowest Price First Star rating and price Top Reviewed

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Hadley House Islamorada

Hotel in Islamorada

This oceanfront hotel, located in Islamorada, Florida, features an outdoor pool. Hadley House Islamorada also offers free Wi-Fi and all rooms include a 50-inch cable TV and refrigerator. Offered bikes free of charge. Clean, comfortable rooms. Pool is nice.

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7.5
Good
1,155 reviews
Price from
$249
per night

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. not overcrowded, pool beside beach, bikes

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8.3
Very Good
562 reviews
Price from
$251.10
per night

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. Amazing setting worth the expense. Bar staff great - reception bit stuck up. Food good not great but so easy to get out and about - take the bikes to Midway café canoe to Robbies or walk to Lazy Days on the side of the cove - just beautiful

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8.4
Very Good
662 reviews
Price from
$319
per night

Sunset Inn

Hotel in Islamorada

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with an outdoor swimming pool, free private parking, a garden and barbecue facilities. the pool is saltwater super mazing

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8.6
Excellent
889 reviews
Price from
$169
per night

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. Beautiful grounds, amazing view from room!!!

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8.3
Very Good
606 reviews
Price from
$246
per night

La Siesta Resort & Villas

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. WiFi is included in the resort fee. Room bigger than expected, beautiful pool. The staff is super friendly and the place is close to good restaurants and places of interest.

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8.2
Very Good
628 reviews
Price from
$202
per night

Caloosa Cove Resort - With Full Kitchens

Hotel in Islamorada

Offering an outdoor pool and sun terrace, Caloosa Cove Resort - With Full Kitchens is located in Islamorada in the Florida Region, 6 mi from Upper Matecumbe Key. The location was perfect and the suite was more than we could ask fo! Beautiful property, convenient marina, friendly staff & quiet pool. Would definitely stay again. Longer next time!

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8.9
Excellent
316 reviews
Price from
$286.35
per night

Breezy Palms Resort

Hotel in Islamorada

Located in Islamorada, 1.8 miles from Upper Matecumbe Key, Breezy Palms Resort has accommodations with an outdoor swimming pool, free private parking, a private beach area and a terrace. Nice room, nice beach, nice facilities.

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8
Very Good
327 reviews
Price from
$215.10
per night

The Islands of Islamorada

Hotel in Islamorada

Located in Islamorada, a 19-minute walk from Upper Matecumbe Key, The Islands of Islamorada provides accommodations with an outdoor swimming pool, free private parking, a fitness center and a bar. The room and property were beautiful and clean. Staff was beyond nice. Very great location and everything we wanted to do was only 5-10 minutes at the most.

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8.9
Excellent
15 reviews
Price from
$840
per night

The Ocean View Inn

Hotel in Islamorada

Located a few steps from Theater of the Sea on Islamorada, The Ocean View Inn offers 3-star accommodations in Islamorada and has a restaurant, an outdoor swimming pool and a bar. No bfast served.....food available ranks with any in islamorada

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7.6
Good
20 reviews
Price from
$212.75
per night

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