Compare Cheap Hotels in Upper Matecumbe Key

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Cheap Upper Matecumbe Key Hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $318 per night
$318
includes taxes & fees
$288 per night
Dec 23 - Dec 24
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

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $371 per night
$371
includes taxes & fees
$329 per night
Jan 8 - Jan 9, 2025
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

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is $341 per night
$341
includes taxes & fees
$303 per night
Jan 14 - Jan 15, 2025
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 13 minutes by foot from Indian Key Historic State Park.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is $319 per night
$319
includes taxes & fees
$283 per night
Jan 15 - Jan 16, 2025
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.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is $354 per night
$354
includes taxes & fees
$315 per night
Dec 23 - Dec 24
Free Cancellation
Reserve now, pay when you stay
0.33 mi from city center
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
The price is $244 per night
$244
includes taxes & fees
$217 per night
Dec 23 - Dec 24
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
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
The price is $203 per night
$203
includes taxes & fees
$182 per night
Jan 6 - Jan 7, 2025
Free Cancellation
Reserve now, pay when you stay
1.81 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.
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy, Islamorada, FL
The price is $190 per night
$190
includes taxes & fees
$169 per night
Dec 23 - Dec 24
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

La Jolla Resort

2.5 out of 5
82216 Overseas Highway, Islamorada, FL
The price is $185 per night
$185
includes taxes & fees
$164 per night
Jan 6 - Jan 7, 2025
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.
Sands of Islamorada

Sands of Islamorada

2.5 out of 5
80051 Overseas Highway, Islamorada, FL
The price is $314 per night
$314
includes taxes & fees
$279 per night
Dec 23 - Dec 24
1.78 mi from city center
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum.
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy, Islamorada, FL
The price is $297 per night
$297
includes taxes & fees
$264 per night
Jan 12 - Jan 13, 2025
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.
Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is $570 per night
$570
includes taxes & fees
$515 per night
Jan 15 - Jan 16, 2025
0.41 mi from city center
With a stay at Casa Morada in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 9 minutes by foot from Keys History & Discovery Center.
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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.

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Upper Matecumbe Key hotels essential information

Accommodation
2,761 hotels
Lowest Price
$185
Highest Price
$570
Popular hotels
Chesapeake Beach Resort, Cheeca Lodge & Spa, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Breezy Palms Resort, Sunset Inn, La Jolla Resort, Sands of Islamorada, Pines & Palms Resort, Casa Morada

Most Recent Upper Matecumbe Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Friendly staff, great surrounding and convenient location."
A verified traveler stayed at Amara Cay Resort
Amara Cay Resort