Compare Fishing Resorts & Hotels in Islamorada
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Featured Islamorada Fishing Resorts & Hotels

Islander Resort
82100 Overseas Highway Islamorada FL
$276 nightly
The price is $311 total per night
$311 total
May 19 - May 20
Total with taxes and fees
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.

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..

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.

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$299 nightly
The price is $336 total per night
$336 total
Apr 29 - Apr 30
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.

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night
$285 total
May 12 - May 13
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.

La Jolla Resort
82216 Overseas Highway Islamorada FL
$224 nightly
The price is $252 total per night
$252 total
May 4 - May 5
Total with taxes and fees
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$322 nightly
The price is $362 total per night
$362 total
May 25 - May 26
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.

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.

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.

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.

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$294 nightly
The price is $331 total per night
$331 total
May 5 - May 6
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..

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.
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 | $223 |
Highest Price | $487 |
Popular hotels | Islander Resort, Cheeca Lodge & Spa, Creekside Inn, Pines & Palms Resort, La Siesta Resort & Villas, La Jolla Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Drop Anchor, Fisher Inn Resort & Marina, Conch On Inn Motel, Bayside Villas by Islander Resort, Chesapeake Beach Resort |
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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