Lower Keys Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Tuers
  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

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! (277 reviews)
"The home is clean, well equipped and maintained. This was our 3rd stay here."

Reviewed on 10 Nov 2026

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

Parmer's Resort

2.5 out of 5
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! (1,001 reviews)
"The property is right on the water. The site offers free rentals of bikes and kayaks. The pool is heated. The site has a discount with 2 restaurants that are close by. The area is quiet. Office hours are only until 8pm, but they have an on call person."

Reviewed on 13 Nov 2026

Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
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. ...
Looe Key Reef Resort
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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.