Compare Fishing Resorts & Hotels in Islamorada

Name: Chesapeake Beach Resort
Price range: $440 total

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Featured Islamorada Fishing Resorts & Hotels

Islander Resort

82100 Overseas Highway Islamorada FL

$375 nightly

$422 total

Mar 3 - Mar 4

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

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$664 nightly

$747 total

Mar 12 - Mar 13

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

Creekside Inn

90611 Old Highway Tavernier FL

$263 nightly

$295 total

Feb 26 - Feb 27

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

Pines & Palms Resort

80401 Old Hwy Islamorada FL

$548 nightly

$617 total

Mar 25 - Mar 26

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

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

$409 nightly

$460 total

Mar 5 - Mar 6

Total with taxes and fees

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

$274 nightly

$308 total

Mar 8 - Mar 9

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.

On private beach

Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

$424 nightly

$477 total

Mar 5 - Mar 6

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

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL

$272 nightly

$302 total

Mar 11 - Mar 12

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

Fisher Inn Resort & Marina

84951 Overseas Hwy Islamorada FL

$316 nightly

$356 total

Mar 1 - Mar 2

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

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

Bayside Villas by Islander Resort

81450 Overseas Highway Islamorada FL

$562 nightly

$632 total

Mar 1 - Mar 2

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..

Pool

Pet friendly

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$391 nightly

$440 total

Mar 1 - Mar 2

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

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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.

Islamorada hotels essential information

Accommodation	2,197 hotels
Lowest Price	$295
Highest Price	$747
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

Coconut Cove Resort and Marina

5 out of 5

Posted 2 days ago

CheapTickets Verified Review

"Cool place, definitely not a first class experience, but we loved it. Room clean, grounds nice, the animals running around were great. Best part was staff.the Lady at the desk was fantastic, and everyone we came across were very polite and friendly. I would 100% return. "

A verified traveler stayed at Coconut Cove Resort and Marina