Compare Hotels with Bars in Islamorada

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Featured Islamorada Hotels with Bars

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

$341

includes taxes & fees

$303 per night

Jan 14 - Jan 15, 2025

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.

Islander Resort

82100 Overseas Highway, Islamorada, FL

$354

includes taxes & fees

$315 per night

Dec 23 - Dec 24

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 9 minutes by foot from Islamorada Brewery & Distillery.

On private beach

Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy, Islamorada, FL

$503

includes taxes & fees

$447 per night

Jan 5 - Jan 6, 2025

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.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

$371

includes taxes & fees

$329 per night

Jan 8 - Jan 9, 2025

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..

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL

$297

includes taxes & fees

$264 per night

Jan 12 - Jan 13, 2025

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

Casa Morada

136 Madeira Road, Islamorada, FL

$570

includes taxes & fees

$515 per night

Jan 15 - Jan 16, 2025

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.

Creekside Inn Islamorada

90611 Old Highway, Tavernier, FL

$181

includes taxes & fees

$161 per night

Jan 20 - Jan 21, 2025

A stay at Creekside Inn Islamorada 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.

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

$319

includes taxes & fees

$283 per night

Jan 15 - Jan 16, 2025

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.

Fisher Inn Resort & Marina

84951 Overseas Hwy, Islamorada, FL

$261

includes taxes & fees

$232 per night

Jan 8 - Jan 9, 2025

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

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL

$179

includes taxes & fees

$163 per night

Dec 23 - Dec 24

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.

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

$318

includes taxes & fees

$288 per night

Dec 23 - Dec 24

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.

The Caribbean Resort

117 Carroll St, Islamorada, FL

A stay at The Caribbean Resort places you in the heart of Islamorada, within a 5-minute drive of Hurricane Monument and History of Diving Museum.

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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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Islamorada hotels essential information

Accommodation	2,219 hotels
Lowest Price	$179
Highest Price	$570
Popular hotels	Amara Cay Resort, Islander Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Cheeca Lodge & Spa, Pines & Palms Resort, Casa Morada, Creekside Inn Islamorada, La Siesta Resort & Villas, Fisher Inn Resort & Marina, Drop Anchor, Chesapeake Beach Resort, The Caribbean Resort