Compare Business Hotels in Islamorada
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Featured Islamorada Business Hotels
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
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$308 nightly
The price is $347 total per night
$347 total
Dec 14 - Dec 15
Total with taxes and fees
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
Islander Resort
82100 Overseas Highway Islamorada FL
$362 nightly
The price is $408 total per night
$408 total
Jan 6 - Jan 7, 2026
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 9 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$259 nightly
The price is $291 total per night
$291 total
Dec 14 - Dec 15
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
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$278 nightly
The price is $313 total per night
$313 total
Dec 17 - Dec 18
Total with taxes and fees
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
$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
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
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
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
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 | $408 |
Popular hotels | Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Drop Anchor, Creekside Inn, Conch On Inn Motel, Fisher Inn Resort & Marina |
Most Recent Islamorada Hotel Reviews
Islander Resort
5 out of 5
Posted 2 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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