Book Cheap Hotels in Upper Matecumbe Key
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Tomorrow night
Check prices in Upper Matecumbe Key for tomorrow night, Nov 20 - Nov 21Most frequently booked Upper Matecumbe Key hotels

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
2.84 km from city centre
The price is CA $147 per night
CA $147
CA $244 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free cancellation
Reserve now, pay when you stay
0.14 km from city centre
The price is CA $313 per night
CA $313
CA $448 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
3.02 km from city centre
The price is CA $197 per night
CA $197
CA $315 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

Islander Resort
82100 Overseas Highway Islamorada FL
0.54 km from city centre
The price is CA $305 per night
CA $305
CA $438 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Keys History & Discovery Center and Islamorada Brewery & Distillery are located nearby.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
1.32 km from city centre
The price is CA $128 per night
CA $128
CA $190 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and History of Diving Museum are located nearby.
On private beach
Pool

Pines & Palms Resort
80401 Old Hwy Islamorada FL
2.36 km from city centre
The price is CA $196 per night
CA $196
CA $298 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Free cancellation
Reserve now, pay when you stay
2.45 km from city centre
The price is CA $179 per night
CA $179
CA $295 total
Dec 3 - Dec 4
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

Sunset Inn
82200 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
0.63 km from city centre
The price is CA $169 per night
CA $169
CA $206 total
Nov 24 - Nov 25
includes taxes & fees
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and Keys History & Discovery Center are located nearby.
Pool
Pet-friendly

La Jolla Resort
82216 Overseas Highway Islamorada FL
0.8 km from city centre
The price is CA $102 per night
CA $102
CA $155 total
Dec 17 - Dec 18
includes taxes & fees
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Islamorada Brewery & Distillery and Keys History & Discovery Center are located nearby.
On private beach
Pool
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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.
Upper Matecumbe Key hotels essential information
Accommodation | 2,836 hotels |
|---|---|
Lowest Price | CA $155 |
Highest Price | CA $448 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, Islander Resort, Hadley Resort and Marina, Pines & Palms Resort, La Siesta Resort & Villas, Sunset Inn, La Jolla Resort |
Recent Upper Matecumbe Key hotel reviews by fellow wanderers
Chesapeake Beach Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Quick, friendly check in. Very clean room. Great amenities. Nice pools. "
A verified traveller stayed at Chesapeake Beach Resort
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