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Most frequently booked Upper Matecumbe Key hotels

$359
Islander Resort

Islander Resort

3.0 out of 5.0 82100 Overseas Highway, Islamorada, FL
4.7/5
(13 Reviews)
This resort features a private beach, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the spa tub and perks like free self parking and free WiFi.
 
$300
Amara Cay Resort

Amara Cay Resort

3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
4.6/5
(14 Reviews)
A private beach, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the fitness center and visit the 2 bars/lounges and poolside bar for drinks.
 
$293
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5.0 83409 Overseas Hwy, Islamorada, FL
3.4/5
(37 Reviews)
This smoke-free resort's private beach and 2 outdoor pools are some of the highlights. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a spa tub on site, and a 24-hour front desk and a terrace are also provided.
 
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Cheap Hotels in Upper Matecumbe Key

Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Upper Matecumbe Key. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

Allow us here at Travelocity to pair you with up Upper Matecumbe Key hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Upper Matecumbe Key that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save up to $537. It’s time to explore a new city, and break out of your routine.


Recent Upper Matecumbe Key hotel reviews by fellow wanderers


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.