Compare Boutique Hotels in Islamorada

Name: Drop Anchor
Price range: $205 total

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

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

Check dates for Islamorada hotels

Featured Islamorada Boutique Hotels

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$274 nightly

$309 total

Jul 6 - Jul 7

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..

Casa Morada

136 Madeira Road Islamorada FL

$345 nightly

$388 total

Jun 22 - Jun 23

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 6 minutes by foot from Lorelei Restaurant & Cabana Bar.

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL

$186 nightly

$205 total

Jun 29 - Jun 30

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.

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	2,173 hotels
Lowest Price	$205
Highest Price	$388
Popular hotels	Amara Cay Resort, Casa Morada, Drop Anchor

Most Recent Islamorada Hotel Reviews

Coconut Cove Resort and Marina

5 out of 5

Posted 11 hours ago

CheapTickets Verified Review

"We absolutely loved staying here and to say the staff was helpful would be such an understatement. Would definitely go back."

A verified traveler stayed at Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

5 out of 5

Posted 1 day ago

CheapTickets Verified Review

"We absolutely loved the property. The seaweed smell was a little overwhelming at first, but it was part of Mother Nature, and not the resort. We loved the area and would stay again if we get another chance. Shops and food choices were within reach, as well as the washateria down the road to do laundry."

A verified traveler stayed at Fisher Inn Resort & Marina