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
$260 nightly
The price is $293 total per night
$293 total
Jul 6 - Jul 7
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

Creekside Inn
90611 Old Highway Tavernier FL
$127 nightly
The price is $143 total per night
$143 total
Jul 6 - Jul 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Creekside Inn, you'll be centrally located in Tavernier, within a 15-minute drive of Jimmy Johnson's Big Chill and Florida Keys Dive Center.
Pool
Pet friendly

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jul 7 - Jul 8
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
$249 nightly
The price is $280 total per night
$280 total
Jun 18 - Jun 19
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
$160 nightly
The price is $176 total per night
$176 total
Jun 14 - Jun 15
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, just a 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes by foot from Hog Heaven.
Pool
Pet friendly

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 15 - Jun 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Fisher Inn Resort & Marina, you'll be centrally located in Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and 9 minutes by foot from Hog Heaven.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$274 nightly
The price is $309 total per night
$309 total
Jul 6 - Jul 7
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
$298 nightly
The price is $336 total per night
$336 total
Jun 18 - Jun 19
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 4 minutes by foot from Lorelei Restaurant & Cabana Bar.
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 10-minute walk of Hog Heaven and Windley Key Fossil Reef Geological State Park.
Pool
Kitchen

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$174 nightly
The price is $196 total per night
$196 total
Jun 23 - Jun 24
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.
Pool
Kitchen

Casa Morada
136 Madeira Road Islamorada FL
$381 nightly
The price is $428 total per night
$428 total
Jun 18 - Jun 19
Total with taxes and fees
With a stay at Casa Morada in Islamorada (Matecumbe), you'll be within a 5-minute walk of Islamorada Brewery & Distillery and Florida Keys Brewing Company.
Pool
Breakfast included

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jul 5 - Jul 6
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..
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.
Islamorada hotels essential information
Accommodation | 2,169 hotels |
|---|---|
Lowest Price | $143 |
Highest Price | $428 |
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

Islander Resort
5 out of 5
Posted 1 hour ago
CheapTickets Verified Review
"Beautiful resort with amazing grounds. Bedrooms are spacious, comfortable and modern."
A verified traveler stayed at Islander Resort
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