Compare Fishing Resorts & Hotels in Islamorada
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Featured Islamorada Fishing Resorts & Hotels

Islander Resort
82100 Overseas Highway Islamorada FL
The price is $446 total per night
$446 total
per night
Jan 6 - Jan 7
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is $291 total per night
$291 total
per night
Dec 16 - Dec 17
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

Creekside Inn
90611 Old Highway Tavernier FL
The price is $156 total per night
$156 total
per night
Dec 17 - Dec 18
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

Pines & Palms Resort
80401 Old Hwy Islamorada FL
The price is $279 total per night
$279 total
per night
Dec 15 - Dec 16
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

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
The price is $369 total per night
$369 total
per night
Dec 23 - Dec 24
Free Cancellation
Reserve now, pay when you stay
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

La Jolla Resort
82216 Overseas Highway Islamorada FL
The price is $151 total per night
$151 total
per night
Dec 18 - Dec 19
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
The price is $313 total per night
$313 total
per night
Dec 17 - Dec 18
Free Cancellation
Reserve now, pay when you stay
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
The price is $129 total per night
$129 total
per night
Dec 17 - Dec 18
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
The price is $160 total per night
$160 total
per night
Dec 18 - Dec 19
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

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

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
The price is $371 total per night
$371 total
per night
Dec 15 - Dec 16
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is $215 total per night
$215 total
per night
Dec 15 - Dec 16
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
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 | 2,223 hotels |
|---|---|
Lowest Price | $129 |
Highest Price | $446 |
Popular hotels | Islander Resort, Cheeca Lodge & Spa, Creekside Inn, Pines & Palms Resort, La Siesta Resort & Villas, La Jolla Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Drop Anchor, Fisher Inn Resort & Marina, Conch On Inn Motel, Bayside Villas by Islander Resort, Chesapeake Beach Resort |
Most Recent Islamorada Hotel Reviews

Fisher Inn Resort & Marina
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Great location, room was spotless and perfectly met my needs. I plan to return next year."
A verified traveler stayed at Fisher Inn Resort & Marina
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