Book Cheap Hotels in Upper Matecumbe Key
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Most 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 $229 per night
CA $229
CA $335 total
Jan 7 - Jan 8
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 $383 per night
CA $383
CA $532 total
Jan 29 - Jan 30
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
3.02 km from city centre
The price is CA $298 per night
CA $298
CA $436 total
Jan 12 - Jan 13
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
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
Free cancellation
1.32 km from city centre
The price is CA $204 per night
CA $204
CA $275 total
Jan 11 - Jan 12
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
Islander Resort
82100 Overseas Highway Islamorada FL
Free cancellation
Reserve now, pay when you stay
0.54 km from city centre
The price is CA $411 per night
CA $411
CA $555 total
Jan 12 - Jan 13
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
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 $249 per night
CA $249
CA $381 total
Jan 11 - Jan 12
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.
Sunset Inn
82200 Overseas Hwy Islamorada FL
0.63 km from city centre
The price is CA $203 per night
CA $203
CA $243 total
Jan 7 - Jan 8
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
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.
The Islands of Islamorada
82779 Old Hwy Islamorada FL
1.52 km from city centre
The price is CA $836 per night
CA $836
CA $1,017 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery & Distillery are located nearby.
Pool
Hot tub
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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.
Top hotels in Upper Matecumbe Key for Extended Stay
Island Bay Resort
92530 OVERSEAS HIGHWAY Tavernier FL
9.8/10 Exceptional! (142 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 | 2,804 hotels |
|---|---|
Lowest Price | CA $243 |
Highest Price | CA $1,017 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, Hadley Resort and Marina, Islander Resort, La Siesta Resort & Villas, Sunset Inn, La Jolla Resort, The Islands of Islamorada |
Recent Upper Matecumbe Key hotel reviews by fellow wanderers
Chesapeake Beach Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"One of the most beautiful hotel I have ever stayed. It's on the pricey side, but worth staying it. We loved everything about it. "
A verified traveller stayed at Chesapeake Beach Resort
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