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Name: La Jolla Resort
Price range: $185

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Cheap Islamorada Hotels

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

$341

includes taxes & fees

$303 per night

Jan 12 - Jan 13, 2025

2.41 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.

On private beach

Pool

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

1.23 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

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

0.62 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..

On private beach

Pool

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

$319

includes taxes & fees

$283 per night

Jan 15 - Jan 16, 2025

2.05 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

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

0.3 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.

On private beach

Pool

Hadley Resort and Marina

82749 Overseas Hwy, Islamorada, FL

$244

includes taxes & fees

$217 per night

Dec 23 - Dec 24

Free Cancellation

Reserve now, pay when you stay

0.29 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

80015 Overseas Highway, Islamorada, FL

$203

includes taxes & fees

$182 per night

Jan 6 - Jan 7, 2025

Free Cancellation

Reserve now, pay when you stay

2.35 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

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL

$179

includes taxes & fees

$163 per night

Dec 23 - Dec 24

2.63 mi from city center

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

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

2.53 mi from city center

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.

Coconut Cove Resort and Marina

84801 Overseas Highway, Islamorada, FL

$168

includes taxes & fees

$149 per night

Dec 23 - Dec 24

2.38 mi from city center

With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the Strip, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.

Pool

Breakfast included

Sunset Inn

82200 Overseas Hwy, Islamorada, FL

$190

includes taxes & fees

$169 per night

Dec 23 - Dec 24

0.15 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

$185

includes taxes & fees

$164 per night

Jan 6 - Jan 7, 2025

0.07 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

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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	$168
Highest Price	$371
Popular hotels	Amara Cay Resort, Chesapeake Beach Resort, Cheeca Lodge & Spa, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Breezy Palms Resort, Drop Anchor, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Sunset Inn, La Jolla Resort