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Featured Hotels Near Upper Matecumbe Key

Islander Resort

Islander Resort

Islamorada (0.3 miles from Upper Matecumbe Key)

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...

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Avg. price/night: $159
9.1 Awesome 144 reviews
Casa Morada

Casa Morada

Islamorada (0.4 miles from Upper Matecumbe Key)

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.

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Avg. price/night: $296
9.2 Awesome 215 reviews
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Islamorada (0.2 miles from Upper Matecumbe Key)

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.

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Avg. price/night: $212
8.6 Excellent 337 reviews
Islander Bayside Townhomes and BoatSlips

Islander Bayside Townhomes and BoatSlips

Islamorada (0.7 miles from Upper Matecumbe Key)

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.

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Avg. price/night: $319
9.3 Awesome 173 reviews
The Moorings Village

The Moorings Village

Islamorada (0.3 miles from Upper Matecumbe Key)

Located in Islamorada, these Florida Keys villas feature a full kitchen and free WiFi. The villa is 2 minutes’ walk from a private beach.

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Avg. price/night: $459
9.2 Awesome 12 reviews
Sunset Inn

Sunset Inn

Hotel in Islamorada (0.4 miles from Upper Matecumbe Key)

Featuring free bikes, outdoor swimming pool, garden and free WiFi, Sunset Inn is located in Islamorada, a 9-minute walk from Upper Matecumbe Key and 2.4 miles from Theater of the Sea on Islamorada.

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Avg. price/night: $107
8.5 Very Good 206 reviews

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