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Islamorada – 40 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. very efficient and friendly staff. Brendon on the reception was especially helpful. The accommodation was very good and they even gave us an upgrade and a sea view.

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7
Good
1,280 reviews
Price from
$134.10
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. We loved everything! Place was amazing and we would recommend 100%.

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8.1
Very Good
1,078 reviews
Price from
$227.84
per night

Sunset Inn

Hotel in Islamorada

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with a garden, free private parking and barbecue facilities. Great place to stay to visit the keys. Pool is great and lobby helpfull

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8.5
Very Good
701 reviews
Price from
$139
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. Staff were amazing. The room was spotless.

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8
Very Good
834 reviews
Price from
$134.10
per night

Amara Cay Resort

Hotel in Islamorada

This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property. 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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8.3
Very Good
704 reviews
Price from
$236.99
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. Beautiful grounds, great pool, comfortable rooms. There were kayaks and bikes available to guests no charge.

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8.1
Very Good
622 reviews
Price from
$149
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. Spotlessly clean and had everything you could need for a stay away from home.

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8.8
Excellent
352 reviews
Price from
$305.32
per night

Breezy Palms Resort

Hotel in Islamorada

Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has a terrace and private beach area. simple and noce resort..spacious room and clean, perfect location to visit the keys from north to south...I liked the iguanas on the beach :-)

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8.1
Very Good
543 reviews
Price from
$199
per night

The Islands of Islamorada

Hotel in Islamorada

Located in Islamorada, 1.1 miles 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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8.5
Very Good
16 reviews
Price from
$800
per night

The Ocean View Inn

Hotel in Islamorada

The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada. Nice place on the main road, but close to beach.

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8
Very Good
107 reviews
Price from
$212.75
per night

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