Compare Hotels on the River in Islamorada

Secret Bargains - Save an extra 10% or more on select Hotels on the River

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured Islamorada Hotels on the River

Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222 Islamorada FL
$217 nightly
The price is $240 total per night
$240 total
Aug 31 - Sep 1
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

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

4 out of 5
84001 Overseas Hwy Islamorada FL
$240 nightly
The price is $270 total per night
$270 total
Sep 7 - Sep 8
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

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
$138 nightly
The price is $155 total per night
$155 total
Sep 8 - Sep 9
Total with taxes and fees
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.
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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
2,155 hotels
Lowest Price
$155
Highest Price
$270
Popular hotels
Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn

Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

4 out of 5
Posted 6 hours ago
CheapTickets Verified Review
"We arrived one hour and twenty minutes before check in and were told there were no available rooms, although I am positive there were clean ready rooms. My husband and I went to the pool and enjoyed some music before checking into our room. Room was clean and comfortable. Continental breakfast served the next morning. The attendance were lovely and seemed happy to be at work. Check out soon after."
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

Top Picks