Find Luxury Hotels in Islamorada, FL

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Check availability on Islamorada Luxury Hotels

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Compare Islamorada Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1059)
"Overall amazing property with friendly, attentive staff. However, room service had a disconnected line with no way to reach them, even through the front desk, and the response provided by management was that it was a busy time, which didn't explain the inability to even reach them. Additionally, we made use of the pull out couch bed, and while our expectations of comfort were low, it was bad enough so as to make it unusable, even for our children, which was disappointing since the room was...
The price is AED 877
AED 1,234 total
includes taxes & fees
4 May - 5 May
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1210)
"Book direct. It's WAY cheaper than using expedia! Our cost was $700 more through epedia then it would have been booking direct as confirmed when we got there. Live and learn. "
The price is AED 986
AED 1,353 total
includes taxes & fees
4 May - 5 May
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"On the third night of our 3-night stay and wishing we could stay forever! We splurged on a direct ocean front room and it is worth every penny. This place is by no means fancy but it is old Florida at its finest: cozy, chill, unpretentious. Add in a heated pool and a drip (not pod!!) coffeemaker and all boxes have been checked. As with most of the upper keys there is no true walkout sandy beach but you can use the kayak ramp to get in an ocean swim. Note mucky bottom so mann up or wear swim...
The price is AED 1,083
AED 1,346 total
includes taxes & fees
9 Apr - 10 Apr
Drop Anchor

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

3.5 star property
9.2 out of 10, Wonderful, (15)
"Beautiful place and Staff was attentive."
The price is AED 1,058
AED 1,435 total
includes taxes & fees
5 May - 6 May
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1009)
"Staff was very friendly. The view of the water was beautiful especially at sunrise. The room was spacious."
The price is AED 732
AED 823 total
includes taxes & fees
4 May - 5 May
Creekside Inn Islamorada

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1424)
"Wonderful hotel, always great to be in the Florida Keys."
The price is AED 683
AED 975 total
includes taxes & fees
9 Apr - 10 Apr
Chesapeake Beach Resort

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"
Conch On Inn Motel

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (388)
"Very friendly and accommodating staff. Room was right near the waterfront. Great location and grounds. Loved everything."
The price is AED 1,620
AED 2,005 total
includes taxes & fees
8 Apr - 9 Apr
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1004)
"Was a lovely fresh clean large room!"
The price is AED 724
AED 934 total
includes taxes & fees
8 Apr - 9 Apr
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Service, grounds, view"
The price is AED 908
AED 1,253 total
includes taxes & fees
27 Apr - 28 Apr
Islander Resort
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.
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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 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, Florida Keys Brewing Co., and Bud n’ Mary’s Dive Center. If you have a bit of extra time while you’re in the area, you might want to check out Founders Park and Anne’s Beach.