Find 5 Star Hotels in Upper Matecumbe Key, FL from $195

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Check availability on Upper Matecumbe Key 5 Star Hotels

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Compare Upper Matecumbe Key 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1223)
"Beautiful and relaxing hotel!!"
$173 nightly
The price is $195
Oct 2 - Oct 3
Total with taxes and fees
Cheeca Lodge & Spa
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys
Waterfront House with Boat Dock
Terrace/patio

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Upper Matecumbe Key.
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd, Marathon, FL
$362 nightly
The price is $406 total per night from Oct 2 to Oct 3
$406 total
Oct 2 - Oct 3
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
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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.

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

See all hotels in Upper Matecumbe Key
Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Great resort for vacation.I liked everything about This place except for parking lots for beach bungalows rooms "
Tomasz 4-night trip
Posted 3 days ago
Cheeca Lodge & Spa

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Upper Matecumbe Key are your dreams come true. From sprawling resorts to fancy hot spots, theseUpper Matecumbe Key 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Upper Matecumbe Key, Islamorada, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Upper Matecumbe Key five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Upper Matecumbe Key 5 star hotels.

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