Compare Hotels with Air Conditioning in Islamorada
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Featured Islamorada Hotels with Air Conditioning

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Feb 25 - Feb 26
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.

Creekside Inn
90611 Old Highway Tavernier FL
$263 nightly
The price is $295 total per night
$295 total
Feb 24 - Feb 25
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, a short 3-minute walk from Florida Keys Dive Center and within 2 minutes by car from Mariners Hospital.
Pool
Pet friendly

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$424 nightly
The price is $477 total per night
$477 total
Mar 4 - Mar 5
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 1 - Mar 2
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$317 nightly
The price is $352 total per night
$352 total
Feb 26 - Feb 27
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.

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$316 nightly
The price is $356 total per night
$356 total
Mar 1 - Mar 2
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, a short 3-minute walk from Windley Key Fossil Reef Geological State Park and within 3 minutes by car from Rain Barrel Village.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Feb 25 - Feb 26
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

Islander Resort
82100 Overseas Highway Islamorada FL
$395 nightly
The price is $444 total per night
$444 total
Mar 24 - Mar 25
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 7 minutes by foot from Islamorada Brewery & Distillery.
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.

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$290 nightly
The price is $326 total per night
$326 total
Mar 17 - Mar 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.

Casa Morada
136 Madeira Road Islamorada FL
$593 nightly
The price is $667 total per night
$667 total
Feb 26 - Feb 27
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
$464 nightly
The price is $522 total per night
$522 total
Mar 3 - Mar 4
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 steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
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.
Islamorada hotels essential information
Accommodation | 2,197 hotels |
|---|---|
Lowest Price | $295 |
Highest Price | $667 |
Popular hotels | La Siesta Resort & Villas, Creekside Inn, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Chesapeake Beach Resort, Drop Anchor, Fisher Inn Resort & Marina, Amara Cay Resort, Islander Resort, Angler's Reef Resort by KeysCaribbean, Breezy Palms Resort, Casa Morada, Cheeca Lodge & Spa |
Most Recent Islamorada Hotel Reviews

Sunset Inn
5 out of 5
Posted 22 hours ago
CheapTickets Verified Review
"Clean room, nice pool and nice staff"
A verified traveler stayed at Sunset Inn
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