Compare Cheap Hotels in Upper Matecumbe Key
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Cheap Upper Matecumbe Key Hotels

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.76 mi from city center
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$404 nightly
The price is $455 total per night
$455 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$342 nightly
The price is $384 total per night
$384 total
Feb 1 - Feb 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co..

Islander Resort
82100 Overseas Highway Islamorada FL
$332 nightly
The price is $374 total per night
$374 total
Jan 22 - Jan 23
Total with taxes and fees
0.23 mi from city center
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 7 minutes by foot from Islamorada Brewery & Distillery.

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$409 nightly
The price is $460 total per night
$460 total
Feb 5 - Feb 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.52 mi from city center
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$204 nightly
The price is $230 total per night
$230 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.82 mi from city center
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum.

Sunset Inn
82200 Overseas Hwy Islamorada FL
$208 nightly
The price is $234 total per night
$234 total
Jan 27 - Jan 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.39 mi from city center
With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center.

La Jolla Resort
82216 Overseas Highway Islamorada FL
$148 nightly
The price is $166 total per night
$166 total
Jan 26 - Jan 27
Total with taxes and fees
0.5 mi from city center
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center.

The Islands of Islamorada
82779 Old Hwy Islamorada FL
$658 nightly
The price is $740 total per night
$740 total
Jan 22 - Jan 23
Total with taxes and fees
0.94 mi from city center
With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery.

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night
$285 total
Jan 27 - Jan 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
With a stay at Breezy Palms Resort in Islamorada (Matecumbe), you'll be within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park.

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$348 nightly
The price is $392 total per night
$392 total
Jan 22 - Jan 23
Total with taxes and fees
1.46 mi from city center
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center.

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$443 nightly
The price is $498 total per night
$498 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.67 mi from city center
With a stay at Bayside Villas by Islander Resort, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co..
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See all available properties in Upper Matecumbe Key
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Upper Matecumbe Key hotels essential information
Accommodation | 2,815 hotels |
|---|---|
Lowest Price | $166 |
Highest Price | $740 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, Islander Resort, La Siesta Resort & Villas, Hadley Resort and Marina, Sunset Inn, La Jolla Resort, The Islands of Islamorada, Breezy Palms Resort, Pines & Palms Resort, Bayside Villas by Islander Resort |
Most Recent Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 13 hours ago
CheapTickets Verified Review
"Yes and yes! "
A verified traveler stayed at Chesapeake Beach Resort
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