Compare Romantic Getaways & Hotels in Islamorada
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Featured Islamorada Romantic Getaways & Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $371 per night
$371
includes taxes & fees
$329 per night
Jan 8 - Jan 9, 2025
Free Cancellation
Reserve now, pay when you stay
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..
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is $318 per night
$318
includes taxes & fees
$288 per night
Dec 23 - Dec 24
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
Large Screened Porch, Professional Cleaning, Wifi
Located in Tavernier, this condo is by the ocean, within a 5-minute drive of Florida Keys Dive Center and Old Road Gallery.
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is $341 per night
$341
includes taxes & fees
$303 per night
Jan 12 - Jan 13, 2025
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.
Casa Morada
136 Madeira Road, Islamorada, FL
The price is $570 per night
$570
includes taxes & fees
$515 per night
Jan 15 - Jan 16, 2025
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.
Islander Resort
82100 Overseas Highway, Islamorada, FL
The price is $354 per night
$354
includes taxes & fees
$315 per night
Dec 23 - Dec 24
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.
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
The price is $182 per night
$182
includes taxes & fees
$166 per night
Jan 7 - Jan 8, 2025
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.
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
The price is $297 per night
$297
includes taxes & fees
$264 per night
Jan 12 - Jan 13, 2025
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.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
The price is $512 per night
$512
includes taxes & fees
$455 per night
Jan 15 - Jan 16, 2025
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.
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
The price is $319 per night
$319
includes taxes & fees
$283 per night
Jan 15 - Jan 16, 2025
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.
Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
The price is $386 per night
$386
includes taxes & fees
$343 per night
Jan 20 - Jan 21, 2025
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..
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
The price is $226 per night
$226
includes taxes & fees
$200 per night
Dec 25 - Dec 26
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the Strip, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.
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 | 2,219 hotels |
---|---|
Lowest Price | $182 |
Highest Price | $570 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Large Screened Porch, Professional Cleaning, Wifi, Amara Cay Resort, Casa Morada, Islander Resort, Drop Anchor, Pines & Palms Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Islander Bayside Villas and Boatslips, Coconut Cove Resort and Marina |
Most Recent Islamorada Hotel Reviews
Amara Cay Resort
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Friendly staff, great surrounding and convenient location."
A verified traveler stayed at Amara Cay Resort
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