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Top Romantic Lower Keys Hotels

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

Cudjoe Key FL

14 min drive from Florida Keys Beaches

Book a stay at this family-friendly vacation home in Summerland Key. Enjoy free WiFi, 2 outdoor pickleball courts, and laundry facilities. Popular attractions ...

9.8/10 Exceptional! (270 reviews)

"The property was very clean and the kitchen was well equipped with all of the essential cookware. I would highly recommend this place."

Reviewed on Jun 24, 2026

Parmer's Resort

565 Barry Avenue Summerland Key FL

27 min drive from Florida Keys Beaches

A garden and a private beach await at this romantic motel, which also offers a terrace and a waterfront location.

9/10 Wonderful! (1,001 reviews)

"Great experience!"

Reviewed on Jun 24, 2026

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

23 min drive from Florida Keys Beaches

Poolside dining and happy hours await at this romantic hotel, which also offers an outdoor pool and a waterfront location.

7.6/10 Good! (1,002 reviews)

"Very "Florida Keys" type of place to stay. The good: Very convenient, super friendly staff, big pool, the overall "Keys" vibe. Rooms were decent and clean. Dive and snorkeling trips daily and a very convenient Shell station next door. The not so great: Rooms a bit dated and in need of some minor ..."

Reviewed on Jun 25, 2026

See all 825 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.