A pier with a boat rental sign, a colorful building, and a calm sea.

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Check availability on Long Key Luxury Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Long Key luxury hotels

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

1. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,008 reviews)
The price is CA $305
CA $471 total
includes taxes & fees
Nov 18 - Nov 19
Hawks Cay Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,495 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is CA $225
CA $356 total
includes taxes & fees
Nov 1 - Nov 2
Cheeca Lodge & Spa
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

3. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,298 reviews)
  • cleanliness
    Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
The price is CA $314
CA $438 total
includes taxes & fees
Oct 30 - Oct 31
Isla Bella Beach Resort & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

4. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (82 reviews)
The price is CA $894
CA $1,101 total
includes taxes & fees
Nov 2 - Nov 3
The Islands of Islamorada
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 Long Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Staff at the front desk was extremely helpful. We were allowed an early check in. The location was excellent for us and the on site restaurant was very convenient. Also, the pool was very nice."
Craig 3-night trip
Posted less than an hour ago
Lime Tree Bay Resort

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Long Key?
Use Expedia to help you arrange a flight to Marathon, FL (MTH-Florida Keys Marathon) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Long Key has to offer. During your visit, you might want to enjoy the snorkeling and kayaking which Long Key is known for.
When can I expect good weather in Long Key?
Planning for the weather is a good way to make your trip to Long Key relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Long Key is 36 inches.
What's there to see and do in Long Key?
Take in some sights and attractions while you're in Long Key by visiting Long Key State Park, Fiesta Key, and Anne's Beach. If you have spare time during your trip, you might want to make a stop at Robbie's of Islamorada and Bud n' Mary's Dive Center.

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