Lower Keys Romantic Holidays 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

Stay at this family-friendly holiday home in Summerland Key. Enjoy free Wi-Fi, 2 outdoor pickleball courts and laundry facilities. Popular attractions Florida ...

9.8/10 Exceptional! (274 reviews)

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

Reviewed on 21 Sept 2026

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 ...

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. ...

7.6/10 Good! (1,005 reviews)

"Great place to stay while fishing."

Reviewed on 27 Sept 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.