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Featured Islamorada Hotels with Shopping

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$449 nightly
The price is $505 total per night
$505 total
Mar 23 - Mar 24
Total with taxes and fees
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

Creekside Inn
90611 Old Highway Tavernier FL
$239 nightly
The price is $269 total per night
$269 total
Apr 2 - Apr 3
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

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$299 nightly
The price is $336 total per night
$336 total
Mar 8 - Mar 9
Total with taxes and fees
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.

Islander Resort
82100 Overseas Highway Islamorada FL
$502 nightly
The price is $565 total per night
$565 total
Mar 26 - Mar 27
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.

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$357 nightly
The price is $401 total per night
$401 total
Mar 22 - Mar 23
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..

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night
$341 total
Mar 11 - Mar 12
Total with taxes and fees
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.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$416 nightly
The price is $468 total per night
$468 total
Mar 22 - Mar 23
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$269 nightly
The price is $298 total per night
$298 total
Mar 11 - Mar 12
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.

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$562 nightly
The price is $632 total per night
$632 total
Mar 10 - Mar 11
Total with taxes and fees
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
$391 nightly
The price is $440 total per night
$440 total
Mar 12 - Mar 13
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.

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$454 nightly
The price is $511 total per night
$511 total
Mar 25 - Mar 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.

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$538 nightly
The price is $605 total per night
$605 total
Apr 6 - Apr 7
Total with taxes and fees
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.
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 | 2,201 hotels |
|---|---|
Lowest Price | $269 |
Highest Price | $632 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn, Coconut Cove Resort and Marina, Islander Resort, Amara Cay Resort, Fisher Inn Resort & Marina, Cheeca Lodge & Spa, Drop Anchor, Bayside Villas by Islander Resort, Chesapeake Beach Resort, La Siesta Resort & Villas, Pines & Palms Resort |
Most Recent Islamorada Hotel Reviews

Amara Cay Resort
5 out of 5
Posted 5 hours ago
CheapTickets Verified Review
"Lovely laid back resort. Nice room with comfy beds. Pool great with tiki bar. Beach clean, private, with Palapas and great chairs. Breakfast in restaurant was good. Dinner not so much. Try free “Fish Like A Local”with Patrick. Learned a lot and had great fun catching fish from the dock.
Would recommend."
A verified traveler stayed at Amara Cay Resort
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