Islamorada Romantic Holidays
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Top Romantic Islamorada Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (1,328 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub
Travellers say...
Beautiful!!!
Reviewed on 7 May 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,728 reviews)
Couples like: bar, on the beach
Travellers say...
Wow just wow Booked a king with ocean view They had a problem with door card reader. When I was checking in they were repairing it. So they upgraded me to a villa and holy cow now I know how rich people live!!! The staff were really friendly and knowledgeable about the area around the hotel. My wife ...
Reviewed on 8 May 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,276 reviews)
Couples like: restaurant with ocean view, on the beach, romance packages available
Travellers say...
I enjoyed my proximity to the beach into the pool area and the room was nicely appointed!
Reviewed on 7 May 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
