Compare Hotels with Pools in Islamorada
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Featured Islamorada Hotels with Pools
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Feb 25 - Feb 26
Total with taxes and fees
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 a 2-minute drive from Florida Keys Brewing Co..
On private beach
Pool
Islander Resort
82100 Overseas Highway Islamorada FL
$395 nightly
The price is $444 total per night
$444 total
Mar 24 - Mar 25
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 7 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Feb 25 - Feb 26
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
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$464 nightly
The price is $522 total per night
$522 total
Mar 3 - Mar 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$244 nightly
The price is $270 total per night
$270 total
Feb 25 - Feb 26
Total with taxes and fees
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
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$424 nightly
The price is $477 total per night
$477 total
Mar 4 - Mar 5
Total with taxes and fees
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
Pines & Palms Resort
80401 Old Hwy Islamorada FL
$538 nightly
The price is $605 total per night
$605 total
Feb 23 - Feb 24
Total with taxes and fees
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
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night
$341 total
Feb 24 - Feb 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, a short 3-minute walk from Windley Key Fossil Reef Geological State Park and within 3 minutes by car from Rain Barrel Village.
On private beach
Pool
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$562 nightly
The price is $632 total per night
$632 total
Mar 1 - Mar 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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..
Pool
Pet friendly
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$389 nightly
The price is $438 total per night
$438 total
Feb 23 - Feb 24
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
The Caribbean Resort
117 Carroll St Islamorada FL
A stay at The Caribbean Resort places you in the heart of Islamorada, within a 5-minute drive of Hurricane Monument and History of Diving Museum.
Pool
Hot Tub
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 22 - Mar 23
Total with taxes and fees
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
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.
Islamorada hotels essential information
Accommodation | 2,197 hotels |
|---|---|
Lowest Price | $270 |
Highest Price | $632 |
Popular hotels | Amara Cay Resort, Islander Resort, La Siesta Resort & Villas, Cheeca Lodge & Spa, Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Pines & Palms Resort, Fisher Inn Resort & Marina, Bayside Villas by Islander Resort, Coconut Cove Resort and Marina, The Caribbean Resort, Chesapeake Beach Resort |
Most Recent Islamorada Hotel Reviews
Cheeca Lodge & Spa
5 out of 5
Posted 21 hours ago
CheapTickets Verified Review
"It was sublime.....bungalow on the beach was perfect.
The only thing was no room service came to clean up...trays were left outside the doors for the whole time we were there. So odd. But everything else was perfect. I love the Cheeca Lodg"
A verified traveler stayed at Cheeca Lodge & Spa
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