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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$416 nightly
The price is $468 total per night
$468 total
Mar 22 - Mar 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 steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 11 - Mar 12
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.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$357 nightly
The price is $401 total per night
$401 total
Mar 22 - Mar 23
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..
On private beach
Pool

Islander Resort
82100 Overseas Highway Islamorada FL
$502 nightly
The price is $565 total per night
$565 total
Mar 26 - Mar 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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.
On private beach
Pool

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$447 nightly
The price is $503 total per night
$503 total
Mar 22 - Mar 23
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.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$260 nightly
The price is $292 total per night
$292 total
Apr 6 - Apr 7
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.
On private beach
Pool

Sunset Inn
82200 Overseas Hwy Islamorada FL
$236 nightly
The price is $266 total per night
$266 total
Apr 7 - Apr 8
Total with taxes and fees
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.
Pool
Pet friendly

La Jolla Resort
82216 Overseas Highway Islamorada FL
$324 nightly
The price is $365 total per night
$365 total
Apr 5 - Apr 6
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.
On private beach
Pool

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$241 nightly
The price is $271 total per night
$271 total
Mar 25 - Mar 26
Total with taxes and fees
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.
Pool
Kitchen

The Islands of Islamorada
82779 Old Hwy Islamorada FL
$952 nightly
The price is $1,071 total per night
$1,071 total
Mar 12 - Mar 13
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.
Pool
Hot Tub

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$562 nightly
The price is $632 total per night
$632 total
Mar 10 - Mar 11
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..
Pool
Pet friendly

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
$536 nightly
The price is $603 total per night
$603 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.92 mi from city center
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
On private beach
Pool
Don't see what you're looking for?
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.
Upper Matecumbe Key hotels essential information
Accommodation | 2,787 hotels |
|---|---|
Lowest Price | $266 |
Highest Price | $1,071 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Islander Resort, La Siesta Resort & Villas, Hadley Resort and Marina, Sunset Inn, La Jolla Resort, Breezy Palms Resort, The Islands of Islamorada, Bayside Villas by Islander Resort, Hawks Cay Resort |
Most Recent Upper Matecumbe Key Hotel Reviews

Sunset Inn
5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Super friendly staff. Excellent pool. Great location. Clean room. "
A verified traveler stayed at Sunset Inn
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