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Tomorrow night
Check prices in Upper Matecumbe Key for tomorrow night, Mar. 3 - Mar. 4Most frequently booked Upper Matecumbe Key hotels
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Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.14 km from city centre
The price is CA $649 per night
CA $649
CA $828 total
includes taxes & fees
1 Apr - 2 Apr
Stay at this 5-star 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 Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby.
On private beach
Pool

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 $519 per night
CA $519
CA $665 total
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. 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
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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 $533 per night
CA $533
CA $691 total
includes taxes & fees
31 Mar - 1 Apr
Stay at this 4-star 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
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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 $454 per night
CA $454
CA $607 total
includes taxes & fees
5 Mar - 6 Mar
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool
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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 $433 per night
CA $433
CA $583 total
includes taxes & fees
5 Mar - 6 Mar
Stay at this 4-star 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
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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 $350 per night
CA $350
CA $441 total
includes taxes & fees
3 Mar - 4 Mar
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
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The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.52 km from city centre
The price is CA $940 per night
CA $940
CA $1,137 total
includes taxes & fees
1 Apr - 2 Apr
Stay at this 4-star 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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Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
2.92 km from city centre
The price is CA $237 per night
CA $237
CA $341 total
includes taxes & fees
2 Apr - 3 Apr
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Pool
Kitchen
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Sunset Inn
82200 Overseas Hwy, Islamorada, FL
0.63 km from city centre
The price is CA $315 per night
CA $315
CA $370 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star 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
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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
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Island Bay Resort
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (105 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 | 2,779 hotels |
---|---|
Lowest Price | CA $237 |
Highest Price | CA $940 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Islander Resort, Amara Cay Resort, La Siesta Resort & Villas, Hadley Resort and Marina, The Islands of Islamorada, Breezy Palms Resort, Sunset Inn |
Recent Upper Matecumbe Key hotel reviews by fellow wanderers
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Islander Resort
5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"Liked the patio in back and easy access to beach and pool. "
A verified traveller stayed at Islander Resort
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