Islamorada Luxury Hotels, Florida: Islamorada Hotel Guide

Check availability on Islamorada Luxury Hotels

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Our top choices for Islamorada luxury hotels

The Islands of Islamorada

Matecumbe

includes taxes & fees

27 May - 28 May

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.

includes taxes & fees

4 Jun - 5 Jun

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.

includes taxes & fees

17 Jun - 18 Jun

Islander Resort

Matecumbe

Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.

includes taxes & fees

7 Jun - 8 Jun

Cheeca Lodge & Spa

Matecumbe

Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.

includes taxes & fees

31 May - 1 Jun

In-room safe, individually decorated, individually furnished

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

Islamorada

Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.

includes taxes & fees

16 Jun - 17 Jun

Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Matecumbe

Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.

includes taxes & fees

25 May - 26 May

Suite, 1 King Bed with Sofa bed, Ocean View

La Siesta Resort & Villas

Matecumbe

includes taxes & fees

2 Jun - 3 Jun

View all properties

Top Islamorada Hotel Reviews

Amara Cay Resort

2/10 Terrible

"Didn't like the seclusion cleanliness set up"

Chesapeake Beach Resort

4/10 Poor

"Everything was fine untill it wasn't. The bathroom my The pool was flooding out feces and urine all afternoon and night into and around the pool area and sidewalk and no one cares untill I said something. Its unsanitary! It never was sanitized or cleaned properly just hosed off. You can tell they've been having plumbing issues and tried to keep it under bay untill it had a catastrophic leak. They shut the water off the the entire property in the middle of night into morning of checking out and we wouldn't pee poop or brush teeth or shower. All they offered was a 150 dollar resort fee credit. Its illegal and unsanitary and will be calling health dept. Should have refunded me the last night not just the resort fee. Smelled like urine all night in our room."

La Siesta Resort & Villas

6/10 Okay

"La Siesta has so much potential. Beautiful grounds, spacious rooms, pool and views. The front counter staff and bike staff were very nice. Unfortunately they don’t clean up the trash around the compound. To either side of our entrance was trash that had been there before us and Is probably still there. Our room had black sharpie all over the floors. There were no cups, plates, silverware… to use with the small kitchen. The couch and drapes were dirty. The freezer was a block of ice. Need more hangers in the closet. The bicycles, kayaks were not available for use until 9:30am and had to be back by 4pm (hottest part of a Florida day). The snack shack/bar at the pool opened late and closed early. Our room was cleaned once in six days. For the cost I shouldn’t be typing any of this."

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

10/10 Excellent

"My only suggestion is to clean the garbage littered in the beach-lounging area. There’s also litter in the ocean (under Little Limon deck) that we picked up and a strong smell of sewage that hits the nostrils as soon as we exit our room or walk towards the Tiki bar. The ice cream place also needs to stay open later than 8. We stayed in room 218 and Friday going into Saturday evening, there was extremely loud music that went on from 10pm to about 1 am. It was awful and we couldn’t sleep and the staff was unreachable at that time. Please don’t have that music that loud and that late."

Coconut Cove Resort and Marina

10/10 Excellent

"The property is beautiful. The pool is amazing. It's a walk in pool that gradually gets deeper to a tall rock formation with a waterfall cascading down with cool refreshing water. You can relax in the pool with a picturesque ocean view. The property is owner operated, so much love goes into the care of the property."

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?

Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.

What's the best luxury place to stay in Islamorada?

Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay.

When can I expect good weather in Islamorada?

Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

What's there to see and do in Islamorada?

Experience all that Islamorada has to offer when you visit Everglades National Park, Bud n' Mary's Dive Center and Founders Park. If you have a bit of extra time while you're in the area, you might want to check out Robbie's of Islamorada and Anne's Beach.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

The Islands of Islamorada

Playa Largo Resort & Spa, Autograph Collection

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Islander Resort

Cheeca Lodge & Spa

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

Amara Cay Resort

La Siesta Resort & Villas

Reefhouse Resort & Marina

Hawks Cay Resort

Top Islamorada Hotel Reviews

Amara Cay Resort

Cheeca Lodge & Spa

Chesapeake Beach Resort

Fisher Inn Resort & Marina

Islander Resort

La Siesta Resort & Villas

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

Coconut Cove Resort and Marina

Drop Anchor

Frequently asked questions

Islamorada Hotel Guide - Luxury Hotels in Islamorada, Florida

Change your mind

Treat yourself

Be picky

Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

The Islands of Islamorada

Playa Largo Resort & Spa, Autograph Collection

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Islander Resort

Cheeca Lodge & Spa

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

Amara Cay Resort

La Siesta Resort & Villas

Reefhouse Resort & Marina

Hawks Cay Resort

Top Islamorada Hotel Reviews

Amara Cay Resort

Frequently asked questions