Compare Hotels with Free Parking in Islamorada
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Featured Islamorada Hotels with Free Parking

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$261 nightly
The price is $293 total per night
$293 total
Dec 16 - Dec 17
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$118 nightly
The price is $129 total per night
$129 total
Dec 17 - Dec 18
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$192 nightly
The price is $215 total per night
$215 total
Dec 17 - Dec 18
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

Angler's Reef Resort by KeysCaribbean
84977 Overseas Highway Islamorada FL
With a stay at Angler's Reef Resort by KeysCaribbean in Islamorada, you'll be within a 5-minute drive of Windley Key Fossil Reef Geological State Park and Rain Barrel Village.
Pool
Kitchen

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$146 nightly
The price is $164 total per night
$164 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Casa Morada
136 Madeira Road Islamorada FL
$417 nightly
The price is $469 total per night
$469 total
Dec 15 - Dec 16
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$259 nightly
The price is $291 total per night
$291 total
Dec 16 - Dec 17
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 a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$159 nightly
The price is $179 total per night
$179 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.
Pool
Breakfast included

Conch On Inn Motel
103 Caloosa Street Tavernier FL
Located in Tavernier (Indian Waterways), Conch On Inn Motel is within a 5-minute drive of Old Road Gallery and Florida Keys Dive Center.
Pet friendly
Parking included

Creekside Inn
90611 Old Highway Tavernier FL
$139 nightly
The price is $156 total per night
$156 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Creekside Inn places you in the heart of Tavernier, just a 3-minute walk from Florida Keys Dive Center and within a 5-minute drive of Mariners Hospital.
Pool
Pet friendly

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$160 nightly
The price is $180 total per night
$180 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$143 nightly
The price is $160 total per night
$160 total
Dec 18 - Dec 19
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, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village.
On private beach
Pool
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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Islamorada hotels essential information
Accommodation | 2,230 hotels |
|---|---|
Lowest Price | $129 |
Highest Price | $469 |
Popular hotels | Amara Cay Resort, Drop Anchor, Chesapeake Beach Resort, Angler's Reef Resort by KeysCaribbean, Breezy Palms Resort, Casa Morada, Cheeca Lodge & Spa, Coconut Cove Resort and Marina, Conch On Inn Motel, Creekside Inn, Hadley Resort and Marina, Fisher Inn Resort & Marina |
Most Recent Islamorada Hotel Reviews

Islander Resort
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio. "
A verified traveler stayed at Islander Resort
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