Compare Hotels with Free Parking in Islamorada
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Featured Islamorada Hotels with Free Parking

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$289 nightly
The price is $325 total per night
$325 total
May 3 - May 4
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$210 nightly
The price is $232 total per night
$232 total
Apr 30 - May 1
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
May 10 - May 11
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

Angler's Reef Resort by KeysCaribbean
84977 Overseas Highway Islamorada FL
With a stay at Angler's Reef Resort by KeysCaribbean in Islamorada, you'll be within a 5-minute drive of Windley Key Fossil Reef Geological State Park and Rain Barrel Village.
Pool
Kitchen

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$175 nightly
The price is $197 total per night
$197 total
May 5 - May 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Breezy Palms Resort in Islamorada (Matecumbe), you'll be within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park.
Pool
Kitchen

Casa Morada
136 Madeira Road Islamorada FL
$375 nightly
The price is $422 total per night
$422 total
Apr 29 - Apr 30
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Apr 29 - Apr 30
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

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$179 nightly
The price is $201 total per night
$201 total
Apr 29 - Apr 30
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

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

Creekside Inn
90611 Old Highway Tavernier FL
$433 nightly
The price is $487 total per night
$487 total
Apr 29 - Apr 30
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Creekside Inn places you in the heart of Tavernier, a short 3-minute walk from Florida Keys Dive Center and within 2 minutes by car from Mariners Hospital.
Pool
Pet friendly

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$164 nightly
The price is $185 total per night
$185 total
May 5 - May 6
Total with taxes and fees
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$198 nightly
The price is $223 total per night
$223 total
Apr 29 - Apr 30
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
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 | 2,211 hotels |
|---|---|
Lowest Price | $185 |
Highest Price | $487 |
Popular hotels | Amara Cay Resort, Drop Anchor, Chesapeake Beach Resort, Angler's Reef Resort by KeysCaribbean, Breezy Palms Resort, Casa Morada, Cheeca Lodge & Spa, Coconut Cove Resort and Marina, Conch On Inn Motel, Creekside Inn, Hadley Resort and Marina, Fisher Inn Resort & Marina |
Most Recent Islamorada Hotel Reviews

Hadley Resort and Marina
3 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Let me start by saying that this hotel has a convenient location, the pool will typically be yours during the morning hours and the marina staff and prices are very affordable compared to nearby marinas. It’s overall so cute and could be something really special with some minor updating and increasing staff. Now for things that could improve.
Overall the property is dated and needs some updating. Pool towels are so thin and fraying. Additionally they are stocked as they should be. On two occasions I stopped at the office to pick them up and was told to come back in 45 minutes. Chairs at the pool are falling apart. The fabric at the seats is separating from the frame on 80% of the chairs. The pool area isn’t maintained. The same beverage cans sat on the ground during my entire stay. The stairwell in the tower is crumbling and there were huge chunks of concrete in the walking area that was not safe. Our ceiling in our bathroom was leaking which produced this gross brown stuff on the shower floor each day. They advertise having kayaks and paddle boards. There’s 2 kayaks and 1 broken paddle board. There’s no private beach! There’s chairs set up at the jetty’s that you can sit in but can’t access the water that way. The floor in our room was slippery like it had a film on it or possibly dim sunscreen that wasn’t cleaned off. The nightstand had a film of dirt on it that I thankfully was able to clean with the wipes I brought with me. I would not stay here again. "
A verified traveler stayed at Hadley Resort and Marina
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