Explore top 2026 5 Star Hotels in Plantation Key

Name: The Islands of Islamorada
Price range: $600 total

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Top Plantation Key 5 Star hotels

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

$218 nightly

$245 total

Oct 13 - Oct 14

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

9.2/10 Wonderful! (1,473 reviews)

"This review would take more than 1500 spaces. This pains me because i have been staying here for years but every year over the last 5 -10 years the rooms have degraded to a level below motel 6 standards. The property (plants and trees) still look great except nothing works or is in desperate need ..."

Reviewed on Oct 6, 2026

The Islands of Islamorada

82779 Old Hwy Islamorada FL

$534 nightly

$600 total

Oct 14 - Oct 15

Total with taxes and fees

A marina, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach ...

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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.

Plantation Key Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Plantation Key to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Plantation Key 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Plantation Key before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.