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Cheap Islamorada Hotels
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
May 21 - May 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
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
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jun 2 - Jun 3
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.62 mi from city center
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
Islander Resort
82100 Overseas Highway Islamorada FL
$290 nightly
The price is $326 total per night
$326 total
May 26 - May 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.33 mi from city center
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
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$289 nightly
The price is $325 total per night
$325 total
May 25 - May 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.41 mi from city center
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
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$319 nightly
The price is $359 total per night
$359 total
Jun 1 - Jun 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
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
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night
$285 total
May 27 - May 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
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
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$164 nightly
The price is $185 total per night
$185 total
Jun 3 - Jun 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.52 mi from city center
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
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$164 nightly
The price is $185 total per night
$185 total
Jun 7 - Jun 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.29 mi from city center
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum.
On private beach
Pool
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
$274 nightly
The price is $308 total per night
$308 total
May 21 - May 22
Total with taxes and fees
4.16 mi from city center
With a stay at Treasure Harbor in Islamorada, you'll be within a 10-minute walk of Rain Barrel Village and Founders Park.
Pool
Parking included
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$270 nightly
The price is $304 total per night
$304 total
May 26 - May 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.2 mi from city center
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
La Jolla Resort
82216 Overseas Highway Islamorada FL
$214 nightly
The price is $241 total per night
$241 total
May 26 - May 27
Total with taxes and fees
0.07 mi from city center
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
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$169 nightly
The price is $190 total per night
$190 total
May 21 - May 22
Total with taxes and fees
2.38 mi from city center
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.
Pool
Breakfast included
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 | 2,204 hotels |
|---|---|
Lowest Price | $185 |
Highest Price | $378 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Islander Resort, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Fisher Inn Resort & Marina, Hadley Resort and Marina, Treasure Harbor, Bayside Villas by Islander Resort, La Jolla Resort, Coconut Cove Resort and Marina |
Most Recent Islamorada Hotel Reviews
Amara Cay Resort
5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"Absolutely loved this resort! Amazing service and Happy Hour at the Pool! Excellent Transportation options and within walking distance to some really nice restaurants. Great stay after 3 nights in Key West for our Anniversary. Hotel staff communicated with us to plan our arrival and was able to accommodate an early check in. It was a wonderful stay, just book it!"
A verified traveler stayed at Amara Cay Resort
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