Book Hotels in Upper Matecumbe Key, FL
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Top Upper Matecumbe Key hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
$251 nightly
The price is $283 total per night
$283 total
Jun 2 - Jun 3
Total includes taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.76 mi from city center
$208 nightly
The price is $235 total per night
$235 total
Jun 2 - Jun 3
Total includes taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
$249 nightly
The price is $281 total per night
$281 total
Jun 16 - Jun 17
Total includes taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle. You'll appreciate the gym, poolside bar, and laundry facilities.
On private beach
Pool
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.52 mi from city center
$261 nightly
The price is $293 total per night
$293 total
Jun 4 - Jun 5
Total includes taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, and a 24-hour front desk and wedding services are also provided.
Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.33 mi from city center
$258 nightly
The price is $291 total per night
$291 total
Jun 24 - Jun 25
Total includes taxes and fees
This hotel features a private beach, a golf course, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the mini golf and complimentary bicycles.
Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.82 mi from city center
$138 nightly
The price is $155 total per night
$155 total
Jun 1 - Jun 2
Total includes taxes and fees
This traditional hotel's private beach and marina are among the highlights. Enjoy a day at the beach kayaking, or relax with sun loungers. Families will appreciate the playground and barbecue grills.
The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.94 mi from city center
$618 nightly
The price is $696 total per night
$696 total
Jun 30 - Jul 1
Total includes taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi.
Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.81 mi from city center
$212 nightly
The price is $237 total per night
$237 total
Jun 1 - Jun 2
Total includes taxes and fees
A marina and an outdoor pool are featured at this aparthotel. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
La Jolla Resort
82216 Overseas Highway, Islamorada, FL
0.5 mi from city center
$144 nightly
The price is $162 total per night
$162 total
Jun 2 - Jun 3
Total includes taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are also on offer.
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See all available properties in Upper Matecumbe Key
View all propertiesLowest 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.
Hotels in Upper Matecumbe Key with star-rating
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5 Star Hotels
3 properties
Top hotels in Upper Matecumbe Key for Extended Stay
Island Bay Resort
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (116 reviews)
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.
Upper Matecumbe Key hotels essential information
Accommodation | 2,744 hotels |
|---|---|
Lowest Price | $155 |
Highest Price | $696 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, The Islands of Islamorada, Breezy Palms Resort, La Jolla Resort |
Recent Upper Matecumbe Key hotel reviews by fellow wanderers
Cheeca Lodge & Spa
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Trip was amazing. Service was top tier food was amazing and a Beautiful Ocean view. Highly recommend and I'll definitely be back. "
A verified traveler stayed at Cheeca Lodge & Spa
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