Find luxury hotels in Islamorada, FL

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May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 3 - May 5
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May 10 - May 12

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

Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (344)
"Well, the staff was friendly, but hard to find or never around."
The price is $304
$343 total
includes taxes & fees
May 2 - May 3
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (954)
"This is the cutest hotel in Islamorada that had a little bit of everything! Close to everything, I just wish that they offered some kind of breakfast or coffee! But they do have a full kitchen"
The price is $223
$299 total
includes taxes & fees
May 2 - May 3
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Everything "
The price is $319
$421 total
includes taxes & fees
May 5 - May 6
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, (1000)
"The trailer I stayed in with my wife it needs a better a/c unit"
The price is $153
$207 total
includes taxes & fees
May 2 - May 3
Drop Anchor
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1301)
"Amazing!"
The price is $199
$264 total
includes taxes & fees
May 5 - May 6
Chesapeake Beach Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Beautiful room. Quiet, relaxing property. "
The price is $287
$378 total
includes taxes & fees
May 19 - May 20
Islander Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1243)
"Was very nice and had activities"
The price is $273
$363 total
includes taxes & fees
May 5 - May 6
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1002)
"The Property was in a good location the Transportation was very convenient with the Shuttle. The staff were okay but not very helpful with information regarding the amenities. Like there was breakfast but no plates of napkins. Missing many details. Over all nice mini vaca "
The price is $311
$405 total
includes taxes & fees
May 13 - May 14
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, (1004)
"Loved sitting on the edge of the water. "
The price is $134
$151 total
includes taxes & fees
May 27 - May 28
Creekside Inn Islamorada
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Islamorada Luxury Hotels information

 

Luxury Hotels in Islamorada

16

Highest price
$319
Cheapest price
$134
Number of guest reviews
9,370
Total number of hotels in Islamorada
2,115

 

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.
What's the best time to vacation 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

Chesapeake Beach Resort

Chesapeake Beach Resort

5/5 Excellent
"Amazing!"
A verified traveler stayed at Chesapeake Beach Resort
Posted 1 day ago
Chesapeake Beach Resort