Compare Adventure Sport Hotels in Islamorada
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Featured Islamorada Adventure Sport Hotels
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..
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
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
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.
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
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
Conch On Inn Motel
103 Caloosa Street, Tavernier, FL
Located in Tavernier (Indian Waterways), Conch On Inn Motel is within a 5-minute drive of Old Road Gallery and Florida Keys Dive Center.
Pet friendly
Parking included
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
The price is $266 per night
$266
includes taxes & fees
$236 per night
Dec 15 - Dec 16
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.
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
Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
The price is $181 per night
$181
includes taxes & fees
$161 per night
Dec 1 - Dec 2
Free Cancellation
Reserve now, pay when you stay
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
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
Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
The price is $116 per night
$116
includes taxes & fees
$103 per night
Dec 1 - Dec 2
With a stay at Creekside Inn Islamorada, you'll be centrally located in Tavernier, within a 15-minute drive of Jimmy Johnson's Big Chill and Florida Keys Dive Center.
Pool
Parking 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.
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Most Recent Islamorada Hotel Reviews
Drop Anchor
5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"Quiet and very clean room. Great location! Will be back! "
A verified traveler stayed at Drop Anchor
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