Compare Boutique Hotels in Islamorada

Name: Drop Anchor
Price range: $180 total

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Featured Islamorada Boutique Hotels

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$252 nightly

$283 total

Nov 15 - Nov 16

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..

On private beach

Pool

Casa Morada

82200 overseas HWY Islamorada FL

$184 nightly

$207 total

Oct 26 - Oct 27

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

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.

Pool

Pet friendly

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL

$164 nightly

$180 total

Oct 27 - Oct 28

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

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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	2,120 hotels
Lowest Price	$180
Highest Price	$283
Popular hotels	Amara Cay Resort, Casa Morada, Drop Anchor

Most Recent Islamorada Hotel Reviews

Amara Cay Resort

5 out of 5

Posted 4 hours ago

CheapTickets Verified Review

"We had a great stay here. The front desk staff greeted us with genuine warmth and made the check-in process completely seamless. The room was spotless, quiet, and very comfortable. The housekeeping team worked had to keep everything fresh and well-maintained. The bed was comfortable, and the bathroom had a great shower with quality toiletries. The range of amenities really stood out, from the reliable high-speed Wi-Fi and well-equipped fitness center to the breakfast options available in the morning. We would happily stay here again!"

A verified traveler stayed at Amara Cay Resort

Coconut Cove Resort and Marina

5 out of 5

Posted 2 days ago

CheapTickets Verified Review

"Our stay here was wonderful. Though some things may need updated the overall ambiance of the resort over rode that. The managing staff are very helpful & hardworking. It’s a beautiful piece of oceanfront property & so easy to navigate whether you want to swim, boat, fish or just relax."

A verified traveler stayed at Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

4 out of 5

Posted 3 days ago

CheapTickets Verified Review

"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some nice breakfast options. The evening staff member was great, and the fire pits were a lovely amenity and a great place to relax. There were a couple of things that could have been better. Our accommodation included a cocktail promotion, but when we asked about redeeming it, the employee told us it wasn’t their promotion and then offered us a pop instead. The response felt dismissive and left us feeling that the advertised perk wasn’t being honoured. We would have appreciated a more helpful explanation and a genuine effort to resolve the issue, rather than simply being offered a soda or water. Also, we only saw three bikes available, which really isn’t enough for a property of this size. It would have been helpful to have clearer information about the limited availability. Overall, a great location with spacious, clean rooms and some nice amenities, but a little more attention to guest service and clearer communication about the included perks and available bikes would have made the experience even better."

A verified traveler stayed at Fisher Inn Resort & Marina