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Hersha Hospitality in Islamorada

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is $269 total per night
$269 total
per night
Dec 22 - Dec 23
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

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is $361 total per night
$361 total
per night
Jan 4 - Jan 5
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is $410 total per night
$410 total
per night
Dec 19 - Dec 20
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 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
The price is $419 total per night
$419 total
per night
Jan 4 - Jan 5
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

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
The price is $200 total per night
$200 total
per night
Jan 11 - Jan 12
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

Islander Resort
82100 Overseas Highway Islamorada FL
The price is $383 total per night
$383 total
per night
Jan 4 - Jan 5
Free Cancellation
Reserve now, pay when you stay
0.3 mi from city center
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

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
The price is $331 total per night
$331 total
per night
Jan 5 - Jan 6
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
The price is $204 total per night
$204 total
per night
Dec 19 - Dec 20
2.53 mi from city center
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

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
The price is $369 total per night
$369 total
per night
Dec 23 - Dec 24
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

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is $224 total per night
$224 total
per night
Dec 19 - Dec 20
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

Sunset Inn
82200 Overseas Hwy Islamorada FL
The price is $193 total per night
$193 total
per night
Jan 8 - Jan 9
0.15 mi from city center
With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center.
Pool
Pet friendly

La Jolla Resort
82216 Overseas Highway Islamorada FL
The price is $163 total per night
$163 total
per night
Jan 13 - Jan 14
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
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 | 2,221 hotels |
|---|---|
Lowest Price | $163 |
Highest Price | $419 |
Popular hotels | Chesapeake Beach Resort, Amara Cay Resort, Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Hadley Resort and Marina, Islander Resort, Treasure Harbor, Fisher Inn Resort & Marina, La Siesta Resort & Villas, Coconut Cove Resort and Marina, Sunset Inn, La Jolla Resort |
Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. "
A verified traveler stayed at Chesapeake Beach Resort





