Find Luxury Hotels in Islamorada, FL

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Pick from 16 Islamorada Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Aerial view
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (355)
"Good quiet location in Islamorada - just the job"
The price is SAR 1,211
SAR 1,621 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Casa Morada
Aerial view
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (956)
"Customer Service and tranquility "
The price is SAR 634
SAR 875 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Pines & Palms Resort
Pool
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Lovely experience. A place we will come back to visit. "
The price is SAR 1,196
SAR 1,569 total
includes taxes & fees
30 Jum. I - 31 Jum. I
Cheeca Lodge & Spa
Exterior
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location with friendly staff. Hot water was nonexistent for our three day visit. Lock on sliding balcony door would not lock. Would stay here again in spite of these conditions."
The price is SAR 697
SAR 900 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Drop Anchor
Beach
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1332)
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
The price is SAR 971
SAR 1,243 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Chesapeake Beach Resort
Pool
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"My only drawback was the kids after midnight jumping off the fountain into the pool. It just seemed like there was less security. "
The price is SAR 971
SAR 1,275 total
includes taxes & fees
30 Jum. I - 31 Jum. I
Islander Resort
Outdoor pool
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1233)
"Small but very comfortable resort in Islamorada. Great resort activities available and communicative, helpful staff. The wait staff at the restaurant were fantastic. Well priced resort experiences such as snorkeling and professional photography! Shout out to Captain Ken, his wife, and Javier the photographer! "
The price is SAR 1,332
SAR 1,655 total
includes taxes & fees
27 Jum. II - 28 Jum. II
Amara Cay Resort
Surfing/boogie boarding
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Like the bracelets. Convenient way to get in and out of the room. Hassle free ordering food, checking in & out. Wish there were more indoor activities though, it was quite gloomy when we stayed so nothing much to do when in the hotel. But I love the peace & quiet. Very nice hotel. Overall, we loved our room, the staff and the hotel. "
The price is SAR 1,265
SAR 1,584 total
includes taxes & fees
27 Jum. II - 28 Jum. II
La Siesta Resort & Villas
Beach
Pelican Cove Resort & Marina
3.0 star property
8.2 out of 10, Very Good, (1000)
"We had never stayed at this resort before, but were very pleased with all the amenities, especially the pool and the on-site restaurants and bars. Our view from our room was gorgeous and the service was excellent. We will be staying there again!"
Pelican Cove Resort & Marina
Beach
Postcard Inn Beach Resort & Marina
3.0 star property
8.0 out of 10, Very Good, (1073)
"The entire staff was very friendly "
Postcard Inn Beach Resort & Marina
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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.

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Expedia can help you get a flight to Marathon, FL (MTH-Florida Keys Marathon) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you’d like to make your stay relaxing and comfortable. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Islamorada has to offer. 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.
How many luxury hotels will I be able to find in Islamorada?
Lie in the lap of luxury during your getaway to Islamorada in one of Expedia’s 8 luxury hotels.
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 temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
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 Anne’s Beach and Fiesta Key.

Recent reviews of Islamorada hotels
Expedia verified reviews

Pines & Palms Resort

Pines & Palms Resort

5/5 Excellent
"Customer Service and tranquility "
A verified traveler stayed at Pines & Palms Resort
Posted 1 day ago
Pines & Palms Resort