Islamorada Hotel Guide - Luxury Hotels in Islamorada, Florida

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Top Islamorada Luxury Hotels

Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1272)
"Everything about our stay was amazing and exceeded our expectations in every way!!"
United States
Mary Frances
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Cheeca Lodge & Spa
Exterior
Amara Cay Resort

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1266)
"Great place and great staff"
United States
Christian
The price is €208
includes taxes & fees
30 Nov - 1 Dec
Amara Cay Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is €112
includes taxes & fees
23 Nov - 24 Nov
Drop Anchor
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 star property
Islamorada
9.0 out of 10, Wonderful, (111)
"Beautiful place to stay"
United States
Jonathan
The price is €256
includes taxes & fees
30 Nov - 1 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Water view
Creekside Inn

Creekside Inn

2.5 star property
Tavernier
8.0 out of 10, Very good, (1004)
"Awesome staff. Awesòme place!!!"
United States
David
The price is €122
includes taxes & fees
2 Dec - 3 Dec
Creekside Inn
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1582)
"Great breakfast very well kept grounds"
United States
James
The price is €185
includes taxes & fees
24 Nov - 25 Nov
Chesapeake Beach Resort
Property entrance
Conch On Inn Motel

Conch On Inn Motel

2.0 star property
Indian Waterways
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"
United States
Anonymous traveller
Conch On Inn Motel
Beach nearby, white sand, sun-loungers, beach umbrellas
Casa Morada

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (411)
"Really great stay, super romantic "
United States
Alexander
The price is €464
includes taxes & fees
3 Dec - 4 Dec
Casa Morada
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very good, (1009)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is €101
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & Marina
Exterior
Islander Resort

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1009)
"The room and amenities were great and it was quiet.. just what we needed"
United States
Sandra
The price is €296
includes taxes & fees
4 Dec - 5 Dec
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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Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"This resort was beautiful, clean and fantastic. The staff was friendly and helpful. We had a wonderful day and will be back."
Jessica 3-night trip
Posted 1 day ago
Amara Cay Resort

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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 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, 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.