Luxury Hotels in Islamorada, Florida

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Our top choices for Islamorada luxury hotels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is P52,167
P61,887 total
includes taxes & fees
Feb 26 - Feb 27
The Islands of Islamorada

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,004 reviews)
"We had a wonderful six night stay at Playa Largo Resort. Exceptional staff and resort amenities. Beautiful beach and Key Largo property. Definitely coming back!"
United States
Debra
The price is P31,451
P38,582 total
includes taxes & fees
Mar 1 - Mar 2
Playa Largo Resort & Spa, Autograph Collection

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel "
United States
David Zion
The price is P30,929
P37,994 total
includes taxes & fees
Mar 5 - Mar 6
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,304 reviews)
"Great staff and beautiful property "
United States
Julie
The price is P21,993
P28,986 total
includes taxes & fees
Feb 22 - Feb 23
Cheeca Lodge & Spa

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, (148 reviews)
"Spotless room, friendly staff, excellent food"
United States
Denise
The price is P27,079
P34,316 total
includes taxes & fees
Mar 8 - Mar 9
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,254 reviews)
"Beautiful place!"
United States
Keith
The price is P21,504
P28,435 total
includes taxes & fees
Feb 25 - Feb 26
Amara Cay Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Rooms are clean, staff is friendly and the place is beautifull"
United States
James
The price is P21,702
P28,332 total
includes taxes & fees
Mar 2 - Mar 3
Islander Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,005 reviews)
"excellent location very nice simple breakfast close to liz’s of activities great poool "
United States
Kurt
The price is P22,287
P29,317 total
includes taxes & fees
Feb 19 - Feb 20
La Siesta Resort & Villas

Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
4.0 star property
Marathon
9.4 out of 10, Exceptional, (398 reviews)
"Great place!"
United States
Jeffery Scott
The price is P19,621
P24,859 total
includes taxes & fees
Feb 19 - Feb 20
Grassy Flats Resort & Beach Club

Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very Good, (1,009 reviews)
"Great atmosphe"
United States
Jorge
The price is P27,572
P35,073 total
includes taxes & fees
Mar 1 - Mar 2
Hawks Cay 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, Bud n' Mary's Dive Center, and Islamorada County 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.

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