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

Find 5 Star Hotels in Long Key, FL from $234

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Check availability on Long Key 5 Star Hotels

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Oct 6 - Oct 7
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Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Long Key 5-star hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
$218 nightly
$245 total
Oct 19 - Oct 20
Total with taxes and fees
Cheeca Lodge & Spa
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A beach scene with two white chairs, a hammock, and palm trees.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

2. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Andrew
$355 nightly
$399 total
Oct 19 - Oct 20
Total with taxes and fees
Isla Bella Beach Resort & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A pool area with clear blue water, white lounge chairs, and palm trees.
A gated entrance to a resort with palm trees and a clear sky.

3. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
$546 nightly
$613 total
Oct 15 - Oct 16
Total with taxes and fees
The Islands of Islamorada
A resort pool with a view of the sea, surrounded by palm trees and lounge chairs.
A modern kitchen with white cabinetry, a marble island, and wooden bar stools.
A modern white building with a garage, surrounded by palm trees and a clear blue sky.
A wooden deck with a spiral staircase leading to an upper level.

4. Sea Glass Cove

Sea Glass Cove
Marathon
Sea Glass Cove
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Long Key.
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
$272 nightly
$304 total
Oct 13 - Oct 14
Total with taxes and fees
Hawks Cay Resort
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
$208 nightly
$234 total
Oct 18 - Oct 19
Total with taxes and fees
8.8/10 Excellent! (1,325 reviews)
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

84001 Overseas Hwy Islamorada FL
$280 nightly
$315 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (288 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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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.

Learn more about Long Key

Kayak through crystal-clear waters at Long Key State Park where you'll spot colorful fish and graceful rays. Fishing enthusiasts can cast lines from the historic Long Key Bridge for tarpon, bonefish, and permit.

See all hotels in Long Key
A pier with a boat rental sign, a colorful building, and a calm sea.

Top Long Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
Morgan 2-night trip
Posted 15 hours ago
Cheeca Lodge & Spa

Find out more about Long Key

Ready for an incredible adventure? Add even more pleasure on your next trip to Long Key by treating yourself to the best of the best when it comes to lodging. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Long Key so popular in the last year. There's no reason to delay a getaway to Long Key any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Book one of Expedia's luxurious 5-star hotels in Long Key and get ready to be pampered like never before. Don't wait any longer!

5-Star Hotels in Long Key

Don't be afraid to request the best service from your hotel. Excellent service, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. How do you want to relax? A Swedish massage to help your cares fall away? A concierge to help you pick out your next adventure? High thread-count sheets, piping hot coffees, and even spectacular views...these hotels will astonish you. Don't want to take our word for it? Then explore the 274 reviews various guests have left on Expedia and get to know these places.

Yearning for experiences outside your hotel room? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Long Key are waiting for you to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Long Key 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Decide on one of our Long Key 5-star hotels today and decompress in total tranquility tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Long Key?
The amount you pay for a 5-star hotel in Long Key depends on things such as when you plan to go and the length of your getaway. Our insider tip for bagging the best deal? Use our pricing filters to compare all of the available accommodations for your chosen dates.
  • Search for the lowest price per night from $234
What makes a hotel 5 stars in Long Key?
From fine dining venues and 24-hour fitness centers to swimming pools and superior bedding, the 5-star experience in Long Key is all about comfort and luxury. But it calls for more than just top-notch perks to earn a 5-star rating. Accommodations also have to offer remarkable guest services like massage treatments, on-site dry cleaning and laundry and 24-hour room service.
Are there any 5-star all-inclusive resorts in Long Key?
Expedia's filters are the easiest way to narrow down what you're looking for. Select "All inclusive" and "5-star" to show the finest properties in Long Key where your lodging, meals, entertainment and activities are included in the upfront price. At these retreats, your trip is absolute indulgence from the moment you pull up to the entrance.

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