
Islamorada Romantic Holidays
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Top Romantic Islamorada Hotels

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,149 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub
Travellers say...
"Great place. Best way to relax and enjoy the keys."
Reviewed on 17 Aug 2025

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their ...
9/10 Wonderful! (1,495 reviews)
Couples like: bar, on the beach
Travellers say...
"Overall it was a great resort that offered activities and a free continental breakfast. Omelette station was a pleasant surprise."
Reviewed on 15 Aug 2025

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the bar in their reviews. ...
8.8/10 Excellent! (1,236 reviews)
Couples like: beachfront dining, on the beach, romance packages available
Travellers say...
"Very beautiful location"
Reviewed on 16 Aug 2025
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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