Islamorada Romantic Vacations
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Top Romantic Islamorada Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fall in love again at this upscale resort. You and your special someone are sure to love the hot tub, spa, and in-room massages. You'll also appreciate the ocean-view ...
9/10 Wonderful! (1,149 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
"Great place. Best way to relax and enjoy the keys."
Reviewed on Aug 17, 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
A private beach and premium mattresses await at this romantic hotel, which also offers 2 outdoor pools and a white sand beach.
9/10 Wonderful! (1,495 reviews)
Couples like: bar, on the beach
Travelers say...
"Overall it was a great resort that offered activities and a free continental breakfast. Omelette station was a pleasant surprise."
Reviewed on Aug 15, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Ocean-view dining, a garden, and a private beach await visiting couples at this romantic resort. The property also offers romance packages and premium ...
8.8/10 Excellent! (1,237 reviews)
Couples like: beachfront dining, on the beach, romance packages available
Travelers say...
"Na"
Reviewed on Aug 17, 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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