Compare Beach Resorts & Hotels in Islamorada
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Featured Islamorada Beach Resorts & Hotels
Islander Resort
82100 Overseas Highway, Islamorada, FL
The price is $270 per night
$270
includes taxes & fees
$240 per night
Dec 1 - Dec 2
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 9 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is $246 per night
$246
includes taxes & fees
$218 per night
Dec 3 - Dec 4
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 13 minutes by foot from Indian Key Historic State Park.
On private beach
Pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
The price is $425 per night
$425
includes taxes & fees
$378 per night
Nov 26 - Nov 27
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
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $310 per night
$310
includes taxes & fees
$275 per night
Nov 27 - Nov 28
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..
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
The price is $358 per night
$358
includes taxes & fees
$322 per night
Dec 8 - Dec 9
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.
Pool
Pet friendly
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
The price is $221 per night
$221
includes taxes & fees
$196 per night
Dec 4 - Dec 5
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
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is $218 per night
$218
includes taxes & fees
$199 per night
Dec 1 - Dec 2
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
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
The price is $500 per night
$500
includes taxes & fees
$444 per night
Dec 25 - Dec 26
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.
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
The price is $189 per night
$189
includes taxes & fees
$168 per night
Dec 1 - Dec 2
Free Cancellation
Reserve now, pay when you stay
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
Casa Morada
136 Madeira Road, Islamorada, FL
The price is $476 per night
$476
includes taxes & fees
$431 per night
Dec 4 - Dec 5
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
Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
The price is $351 per night
$351
includes taxes & fees
$312 per night
Dec 8 - Dec 9
Free Cancellation
Reserve now, pay when you stay
With a stay at Islander Bayside Villas and Boatslips, 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..
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 | 2,217 hotels |
|---|---|
Lowest Price | $189 |
Highest Price | $500 |
Popular hotels | Islander Resort, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Cheeca Lodge & Spa, Drop Anchor, La Siesta Resort & Villas, Chesapeake Beach Resort, Pines & Palms Resort, Fisher Inn Resort & Marina, Casa Morada, Islander Bayside Villas and Boatslips, Sands of Islamorada |
Most Recent Islamorada Hotel Reviews
La Siesta Resort & Villas
5 out of 5
Posted 23 hours ago
CheapTickets Verified Review
"Marilyn was amazing, sunrise outstanding. Services great. Perfect location."
A verified traveler stayed at La Siesta Resort & Villas
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