Compare Hotels on the Lake in Islamorada
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Featured Islamorada Hotels on the Lake

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$174 nightly
The price is $192 total per night
$192 total
Jun 28 - Jun 29
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, just a 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes by foot from Hog Heaven.
Pool
Pet friendly

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jun 30 - Jul 1
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

Creekside Inn
90611 Old Highway Tavernier FL
$127 nightly
The price is $143 total per night
$143 total
Jul 6 - Jul 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Creekside Inn, you'll be centrally located in Tavernier, within a 15-minute drive of Jimmy Johnson's Big Chill and Florida Keys Dive Center.
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.
Islamorada hotels essential information
Accommodation | 2,169 hotels |
|---|---|
Lowest Price | $143 |
Highest Price | $378 |
Popular hotels | Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn |
Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort
4 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"Breakfast selection each day was excellent. Room was clean, just a little noisy from upstairs kids footsteps in the morning. 2 pools were great although main pool in need of resurfacing and a bit too warm, understandable due to 90+ temps. Love the free kayaks and paddle boards. Staff was very friendly and accommodating. Beautiful views and convenient location."
A verified traveler stayed at Chesapeake Beach Resort
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