Lower Keys Luxury Vacations

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Top Luxury Lower Keys Hotels

Parmer's Resort

Parmer's Resort

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! (1,002 reviews)
"Property was clean, well-kept, easily accessible with lots of accommodations to choose from: hammocks, kayaks, docks, pool, star-gazing. Though kayaks were only available until 3pm - that seemed way too early to stop enjoying the water. All in all though, we would come back, just better prepared ..."

Reviewed on Aug 14, 2026

Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

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 ...
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

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
See all 822 properties in Lower Keys
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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

¥7,175
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

¥11,165
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

¥8,874
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Lower Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.