Compare Beach Resorts & Hotels in Islamorada
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Featured Islamorada Beach Resorts & Hotels

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
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

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
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$449 nightly
The price is $505 total per night
$505 total
Mar 23 - Mar 24
Total with taxes and fees
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
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
Mar 12 - Mar 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$269 nightly
The price is $298 total per night
$298 total
Mar 11 - Mar 12
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village.
Pool
Pet friendly

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$462 nightly
The price is $519 total per night
$519 total
Mar 23 - Mar 24
Total with taxes and fees
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 8 - Mar 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$538 nightly
The price is $605 total per night
$605 total
Apr 6 - Apr 7
Total with taxes and fees
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night
$341 total
Mar 11 - Mar 12
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, a short 3-minute walk from Windley Key Fossil Reef Geological State Park and within 3 minutes by car from Rain Barrel Village.
On private beach
Pool

Casa Morada
136 Madeira Road Islamorada FL
$417 nightly
The price is $469 total per night
$469 total
Mar 11 - Mar 12
Total with taxes and fees
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.
Pool
Breakfast included

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$647 nightly
The price is $727 total per night
$727 total
Mar 26 - Mar 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Sands of Islamorada
80051 Overseas Highway Islamorada FL
$208 nightly
The price is $234 total per night
$234 total
Mar 24 - Mar 25
Total with taxes and fees
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.
Pool
Pet friendly
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.
Islamorada hotels essential information
Accommodation | 2,201 hotels |
|---|---|
Lowest Price | $234 |
Highest Price | $727 |
Popular hotels | Islander Resort, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Cheeca Lodge & Spa, Drop Anchor, La Siesta Resort & Villas, Chesapeake Beach Resort, Pines & Palms Resort, Fisher Inn Resort & Marina, Casa Morada, Bayside Villas by Islander Resort, Sands of Islamorada |
Most Recent Islamorada Hotel Reviews

Treasure Harbor
5 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"Staff was great, rooms clean, views excellent"
A verified traveler stayed at Treasure Harbor
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