Find luxury hotels in Islamorada, FL

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Top Islamorada Luxury Hotels

Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (350)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is CA $401
CA $669 total
includes taxes & fees
May 27 - May 28
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is CA $231
CA $324 total
includes taxes & fees
Jun 6 - Jun 7
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1005)
"Beautiful property"
The price is CA $545
CA $697 total
includes taxes & fees
Jun 10 - Jun 11
Cheeca Lodge & Spa
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Good"
The price is CA $209
CA $283 total
includes taxes & fees
May 16 - May 17
Drop Anchor
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1322)
"Guy making omelette was awesome"
The price is CA $272
CA $360 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is CA $327
CA $443 total
includes taxes & fees
May 22 - May 23
Islander Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1243)
"The resort was absolutely beautiful and the staff go above and beyond. The room key bracelets were so convenient and so cute to wear. We even got to keep them as souvenirs. Definitely the best place I have ever stayed. "
The price is CA $394
CA $519 total
includes taxes & fees
May 19 - May 20
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"It was excellent, but could use a microwave in room"
The price is CA $400
CA $525 total
includes taxes & fees
May 19 - May 20
La Siesta Resort & Villas
Aerial view
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
Water view
Creekside Inn Islamorada
2.5 star property
8.0 out of 10, Very good, (1000)
"Great location on the ocean side ."
The price is CA $203
CA $229 total
includes taxes & fees
May 27 - May 28
Creekside Inn Islamorada
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Most upscale stays in Islamorada in 2024

Islamorada Luxury Hotels information

 

Luxury Hotels in Islamorada

16

Highest price
CA $545
Cheapest price
CA $196
Number of guest reviews
9,398
Total number of hotels in Islamorada
2,125

 

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.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a 4-star resort with a private beach and 3 restaurants, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
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 in Islamorada
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