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Featured Islamorada Pet Friendly Hotels

Conch On Inn Motel

Conch On Inn Motel

2 out of 5
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.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is $262 per night
$262
includes taxes & fees
$232 per night
Nov 20 - Nov 21
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
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $170 per night
$170
includes taxes & fees
$151 per night
Nov 21 - Nov 22
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
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $168 per night
$168
includes taxes & fees
$149 per night
Nov 17 - Nov 18
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.
Pool
Breakfast included
Islander Bayside Villas and Boatslips

Islander Bayside Villas and Boatslips

3.5 out of 5
81450 Overseas Highway, Islamorada, FL
The price is $265 per night
$265
includes taxes & fees
$235 per night
Nov 20 - Nov 21
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..
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is $260 per night
$260
includes taxes & fees
$231 per night
Nov 19 - Nov 20
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.
Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is $521 per night
$521
includes taxes & fees
$471 per night
Dec 10 - Dec 11
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.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
The price is $175 per night
$175
includes taxes & fees
$156 per night
Nov 20 - Nov 21
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
Sands of Islamorada

Sands of Islamorada

2.5 out of 5
80051 Overseas Highway, Islamorada, FL
The price is $204 per night
$204
includes taxes & fees
$181 per night
Nov 17 - Nov 18
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum.
Pool
Pet friendly
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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
2,209 hotels
Lowest Price
$168
Highest Price
$521
Popular hotels
Conch On Inn Motel, Islander Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Islander Bayside Villas and Boatslips, La Siesta Resort & Villas, Casa Morada, Hadley Resort and Marina, Sands of Islamorada

Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Amazing property! We had a reservation at a different place and were not happy with it so decided to push on. We couldn’t be happier. The staff is amazing, breakfast is great and there is a private beach. We are so happy we extended our stay."
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

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