Lower Keys Romantic Vacations 2026

Photo by Rick Tuers

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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! (274 reviews)

"Great place! Had everything we needed for the trip!"

Reviewed on Sep 21, 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.

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! (1,005 reviews)

"Great place to stay while fishing."

Reviewed on Sep 27, 2026

See all 835 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.