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! (1,128 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, hot tub
Travelers say...
"Resort has a lot of rentals and plenty to do there. Staff is awesome."
Reviewed on 2025/7/10
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! (1,484 reviews)
Couples like: bar, on the beach
Travelers say...
"Amenities were great"
Reviewed on 2025/7/9
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! (1,236 reviews)
Couples like: beachfront dining, on the beach, romance packages available
Travelers say...
"We had a fantastic stay! The staff were welcoming and professional, the room was clean and comfortable, the pool and atmosphere were perfect and very relaxing. I’d definitely stay here again and recommend it to others.”"
Reviewed on 2025/7/11
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.