Compare Cheap Hotels in Upper Matecumbe Key
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
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
- Breezy Palms Resort
- The Islands of Islamorada
- Bayside Villas by Islander Resort
- Hawks Cay Resort
- Baker's Cay Resort Key Largo, Curio Collection by Hilton
- Lime Tree Bay Resort
- Bayside Inn Key Largo
- Waterside Suites & Marina
- Marina Del Mar Resort and Marina
- Holiday Inn Key Largo by IHG
- Creekside Inn
- Playa Largo Resort & Spa, Autograph Collection
- The Pelican Key Largo Cottages
- Key Largo Inn
- Sunset Cove Beach Resort
- Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Fisher Inn Resort & Marina
- Coconut Cove Resort and Marina
- Key Largo Hotels
- Marathon Hotels
- Islamorada Hotels
- Florida Keys Hotels
- Tavernier Hotels
- South Florida Hotels
- Duck Key Hotels
- Southeastern United States Hotels
- Gulf of Mexico Hotels
- Lower Matecumbe Key Hotels
- Plantation Key Hotels
- The South Hotels
- Windley Key Hotels
- Lignumvitae Key Botanical State Park Hotels
- Lower Arsnicker Keys Hotels
More to Explore in Upper Matecumbe Key
Top Picks
Hotels
- Hotels near Boston University
- Hotels near University of Nevada-Reno
- Hotels near Microsoft Campus
- Hotels in National Harbor
- Hotels in Sarasota
- Hotels near Mediclinic Midstream
- 3 Star Hotels in Pallavaram
- Hotels near Chilkur Balaji Temple
- Sandpearl Resort
- Hotels in Chatham
- Hillsboro Beach Resort by Kasa
- Hotels near Busch Gardens Tampa Bay
- Hotels in Fall River
- Hotels in Sandy
Flights
- Flights from Pittsburgh to Atlanta
- Flights from Jacksonville to Nashville
- Flights from Cleveland to Reno
- Flights from John F. Kennedy Intl.
- Flights from Richmond to Las Vegas
- Flights from Spokane to St. George
- Flights from Grand Rapids to Jacksonville
- Flights from Houston to Nashville
- Cheap Flights from New Orleans
- Flights from Indianapolis to Seattle
- Flights from Atlanta to Punta Cana
- Flights from Raleigh to Syracuse
- Flights from Saginaw to Denver
