Lower Keys Luxury Vacations

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Top Luxury Lower Keys Hotels

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
  • 27 min drive from Florida Keys Beaches
Take a lavish vacation in Summerland Key. Sought-after amenities at this motel include a private beach, a marina, and an outdoor pool.
9/10 Wonderful! (1,009 reviews)
Wonderful waterfront property with private beach, multiple piers, paddle boards, kayaks, laundry and a great continental breakfast; plus cookies, lemonade and coffee in the afternoon! Great loation at the top of the lower Keys. We'll be back, all the way from Seattle.

Reviewed on 2026/5/7

Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
  • 23 min drive from Florida Keys Beaches
Treat yourself to some luxurious accommodations at Looe Key Reef Resort, where you can enjoy amenities like rainfall showers, flat-screen TVs, and more. The ...
7.6/10 Good! (1,004 reviews)
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Reviewed on 2026/5/3

Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
  • 6 min drive from Florida Keys Beaches
Visit Sugar Loaf Lodge for a relaxing stay in Summerland Key. Popular amenities include 2 outdoor tennis courts, a marina, and an outdoor pool.
Sugar Loaf Lodge
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.