Luxury Holidays in Lower Keys 2026

Photo by Rick Tuers

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Parmer's Resort

565 Barry Avenue Summerland Key FL

27 min drive from Florida Keys Beaches

Stay at this beach motel in Summerland Key. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...

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 14 Aug 2026

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

23 min drive from Florida Keys Beaches

Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

6 min drive from Florida Keys Beaches

Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff and the clean rooms in their reviews. ...

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.