Luxury Hotels in Islamorada, Florida

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Our top choices for Islamorada luxury hotels

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1281)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is P17,596
P24,099 total
includes taxes & fees
Jan 4 - Jan 5
Cheeca Lodge & Spa

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1271)
"Friendly staff and beautiful property !"
United States
ron
The price is P13,887
P19,934 total
includes taxes & fees
Jan 4 - Jan 5
Amara Cay Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1003)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is P9,429
P12,667 total
includes taxes & fees
Jan 7 - Jan 8
Drop Anchor

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (122)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is P17,957
P24,108 total
includes taxes & fees
Jan 8 - Jan 9
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1000)
"The guy at the front desk was very nice. The view from the room was great."
United States
Crystal
The price is P8,951
P10,070 total
includes taxes & fees
Jan 7 - Jan 8
Creekside Inn

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1611)
"The entire resort was wonderful."
Canada
Mat
The price is P11,145
P15,853 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort

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 traveler
Conch On Inn Motel

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (417)
"always a pleasant stay."
United States
robert
The price is P25,015
P32,364 total
includes taxes & fees
Jan 6 - Jan 7
Casa Morada

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1004)
"Beautiful location and staff is amazing. Would definitely recommend!"
United States
Zachary
The price is P9,545
P12,662 total
includes taxes & fees
Jan 11 - Jan 12
Fisher Inn Resort & Marina

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1007)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is P28,155
P35,653 total
includes taxes & fees
Jan 9 - Jan 10
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.

Top Islamorada Hotel Reviews

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.
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.

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