Book Cheap Hotels in Upper Matecumbe Key
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Most frequently booked Upper Matecumbe Key hotels
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 $204 per night
CA $204
CA $331 total
Aug 18 - Aug 19
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 Lorelei Restaurant & Cabana Bar 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 $212 per night
CA $212
CA $317 total
Aug 3 - Aug 4
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
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 $217 per night
CA $217
CA $346 total
Aug 16 - Aug 17
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
Free cancellation
Reserve now, pay when you stay
0.37 km from city centre
The price is CA $353 per night
CA $353
CA $492 total
Aug 23 - Aug 24
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 Lorelei Restaurant & Cabana Bar 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 $216 per night
CA $216
CA $346 total
Aug 9 - Aug 10
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
Pines & Palms Resort
80401 Old Hwy Islamorada FL
2.36 km from city centre
The price is CA $276 per night
CA $276
CA $388 total
Aug 30 - Aug 31
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
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Free cancellation
Reserve now, pay when you stay
2.93 km from city centre
The price is CA $142 per night
CA $142
CA $183 total
Aug 2 - Aug 3
includes taxes & fees
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
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 $142 per night
CA $142
CA $205 total
Aug 2 - Aug 3
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
Sunset Inn
82200 Overseas Hwy Islamorada FL
0.63 km from city centre
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
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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
The price is CA $359 per night from Aug 2 to Aug 3
CA $359
CA $403 total
Aug 2 - Aug 3
includes taxes & fees
10/10 Exceptional! (175 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 | 2,776 hotels |
|---|---|
Lowest Price | CA $183 |
Highest Price | CA $492 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Islander Resort, La Siesta Resort & Villas, Pines & Palms Resort, Breezy Palms Resort, Hadley Resort and Marina, Sunset Inn |
Recent Upper Matecumbe Key hotel reviews by fellow wanderers
Chesapeake Beach Resort
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Great experience!"
A verified traveller stayed at Chesapeake Beach Resort
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