Compare Upper Matecumbe Key Resorts

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Resorts in Upper Matecumbe Key

Don't see what you're looking for?
See all available properties in Upper Matecumbe Key
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Upper Matecumbe Key

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $199 nightly
    The price is $224 total per night from Oct 26 to Oct 27
    $224 total
    Oct 26 - Oct 27
    Total with taxes and fees
    9/10 Wonderful! (1,232 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 26 to Oct 27
    $234 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.8/10 Excellent! (1,259 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $173 nightly
    The price is $194 total per night from Oct 22 to Oct 23
    $194 total
    Oct 22 - Oct 23
    Total with taxes and fees
    9.2/10 Wonderful! (1,549 reviews)

Resort Hotels

Resort hotels in Upper Matecumbe Key
Find your next great getaway when you book at a resort hotel in Upper Matecumbe Key. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Upper Matecumbe Key at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Upper Matecumbe Key is a great way to score an amazing vacation—and Orbitz can help you get there.

Resort hotels for everyone in Upper Matecumbe Key
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Upper Matecumbe Key resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!

Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.

Upper Matecumbe Key Resorts essential information

Accommodation
15 Resorts
Lowest Price
$141
Highest Price
$379
Popular accommodation
Cheeca Lodge & Spa, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Amara Cay Resort, Playa Largo Resort & Spa, Autograph Collection, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Lime Tree Bay Resort, La Siesta Resort & Villas, Villas At Hawks Cay Resort, Matecumbe Resort

More to Explore