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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 1 - Mar 2
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$464 nightly
The price is $522 total per night
$522 total
Feb 22 - Feb 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

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Feb 25 - Feb 26
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

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$409 nightly
The price is $460 total per night
$460 total
Mar 5 - Mar 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.
On private beach
Pool

Islander Resort
82100 Overseas Highway Islamorada FL
$395 nightly
The price is $444 total per night
$444 total
Mar 24 - Mar 25
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

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$307 nightly
The price is $346 total per night
$346 total
Mar 3 - Mar 4
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
$297 nightly
The price is $334 total per night
$334 total
Mar 23 - Mar 24
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
$274 nightly
The price is $308 total per night
$308 total
Mar 8 - Mar 9
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

The Islands of Islamorada
82779 Old Hwy Islamorada FL
$948 nightly
The price is $1,067 total per night
$1,067 total
Feb 26 - Feb 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$290 nightly
The price is $326 total per night
$326 total
Mar 17 - Mar 18
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.
Pool
Kitchen

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$562 nightly
The price is $632 total per night
$632 total
Feb 22 - Feb 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..
Pool
Pet friendly

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$538 nightly
The price is $605 total per night
$605 total
Feb 23 - Feb 24
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.
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 | 2,789 hotels |
|---|---|
Lowest Price | $308 |
Highest Price | $1,067 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Sunset Inn, La Jolla Resort, The Islands of Islamorada, Breezy Palms Resort, Bayside Villas by Islander Resort, Pines & Palms Resort |
Most Recent Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Clean room..staff qaa qond"
A verified traveler stayed at Chesapeake Beach Resort
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