Compare Pet Friendly Hotels in Islamorada
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Featured Islamorada Pet Friendly Hotels
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
Islander Resort
82100 Overseas Highway Islamorada FL
$340 nightly
The price is $383 total per night
$383 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
84951 Overseas Hwy Islamorada FL
$181 nightly
The price is $204 total per night
$204 total
Dec 19 - Dec 20
Total with taxes and fees
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
84801 Overseas Highway Islamorada FL
$199 nightly
The price is $224 total per night
$224 total
Dec 19 - Dec 20
Total with taxes and fees
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
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$374 nightly
The price is $421 total per night
$421 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
With a stay at Bayside Villas by Islander Resort, 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
80241 Overseas Highway Islamorada FL
$328 nightly
The price is $369 total per night
$369 total
Dec 23 - Dec 24
Total with taxes and fees
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
Casa Morada
136 Madeira Road Islamorada FL
$536 nightly
The price is $603 total per night
$603 total
Dec 28 - Dec 29
Total with taxes and fees
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
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$178 nightly
The price is $200 total per night
$200 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
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
80051 Overseas Highway Islamorada FL
$197 nightly
The price is $222 total per night
$222 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
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 | $200 |
Highest Price | $603 |
Popular hotels | Conch On Inn Motel, Islander Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Bayside Villas by Islander Resort, La Siesta Resort & Villas, Casa Morada, Hadley Resort and Marina, Sands of Islamorada |
Most Recent Islamorada Hotel Reviews
Chesapeake Beach Resort
5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. "
A verified traveler stayed at Chesapeake Beach Resort
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