Luxury Hotels in Islamorada

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Jul 31 - Aug 1
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Aug 1 - Aug 3
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Aug 8 - Aug 10

Luxury Hotels in Islamorada

Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1139)
$235 nightly
The price is $265
Aug 21 - Aug 22
Total includes taxes and fees
Cheeca Lodge & Spa
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 neighborhoods in Islamorada

Islamorada showing a beach bar
Matecumbe map

Matecumbe

The Matecumbe neighborhood offers attractions such as Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Venetian Shores map

Venetian Shores

The Venetian Shores neighborhood offers attractions such as Everglades National Park and Baker's Cay Resort Beach.

Lower Matecumbe Beach map

Lower Matecumbe Beach

Islamorada's Lower Matecumbe Beach neighborhood offers attractions including Sunset Drive Beach.

Seabreeze Trailer Park map

Seabreeze Trailer Park

Islamorada's Seabreeze Trailer Park neighborhood has a host of places to visit such as Everglades National Park and Baker's Cay Resort Beach.

Top landmarks in Islamorada

Theater of the Sea
Theater of the Sea

Theater of the Sea

Get lost in halls of wondrous fish and exotic marine mammals at Theater of the Sea, located 2.3 mi (3.7 km) from central Islamorada. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If you'd also like to explore some of the parks in Islamorada, Islamorada County Park and Founders Park are both nearby.

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Anne's Beach
Anne\'s Beach featuring a bridge

Anne's Beach

If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.

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Frequently asked questions

What are the best luxury hotels in Islamorada?
Guests can't get enough of Islander Resort. You can take advantage of treatment rooms and concierge services at this Islamorada luxury hotel.
What are the cheapest luxury hotels in Islamorada?
Live the luxe life for less when you stay in an affordable luxury hotel in Islamorada from $154 on your next adventure. If you're on a budget, use our "Price: low to high" filter to look for upscale properties within your price range. Be on the lookout for discounts to help make your getaway even more affordable. You can also become a member of our rewards program to access Member Prices and earn discounts on future stays.
What is the best time to stay in a luxury hotel in Islamorada?
If you're after the warmest weather, organize your trip for August. The temperatures are around 84ºF (29ºC) to 86ºF (30ºC) at this time. January has the coolest temperatures between 68ºF (20ºC) and 72ºF (22ºC). For a more relaxed setting and potentially more affordable luxury hotels in Islamorada, visit in October when it's less busy.
Are there any luxury hotels in Islamorada with parking?
Search for luxury hotels in Islamorada on Hotels.com. Then use the "Parking" filter under "Amenities" to find options with room for your ride. If you're planning to explore by car, these stays give you the convenience you need to hit the road whenever you like.
Are all taxes and fees included in the Islamorada hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.