Romantic Hotels in Islamorada, FL
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Top Islamorada Romantic Getaways & Hotels

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $212 total per night
$212 total
per night
Nov 10 - Nov 11
A private beach and premium mattresses await at this romantic hotel, which also offers 2 outdoor pools and a white sand beach.

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $321 total per night
$321 total
per night
Nov 15 - Nov 16
Book a stay at this romantic hotel, featuring ocean-view dining and a garden. Couples will appreciate the champagne service, romance packages, and beach ...

Pines & Palms Resort
80401 Old Hwy Islamorada FL
The price is $324 total per night
$324 total
per night
Nov 15 - Nov 16
A garden, a private beach, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a waterfront ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $306 total per night
$306 total
per night
Nov 29 - Nov 30
A garden, poolside dining, and a private beach await couples looking for a romantic getaway at this Art Deco resort. The property also offers luxury bedding, ...

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $248 total per night
$248 total
per night
Nov 16 - Nov 17
Book a stay at this romantic resort, featuring ocean-view dining and a garden. Couples will appreciate the romance packages, premium mattresses, and Egyptian ...

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $223 total per night
$223 total
per night
Nov 8 - Nov 9
Love is in the air at this Art Deco motel, featuring a private beach, luxury bedding, and a terrace. Couples will love the outdoor pool and waterfront ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $261 total per night
$261 total
per night
Nov 29 - Nov 30
A spa, in-room massages, and ocean-view dining await visiting couples at this upscale resort. The property also offers a garden, a hot tub, and a private beachfront ...

Casa Morada
82200 overseas HWY Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $241 total per night
$241 total
per night
Nov 16 - Nov 17
Ready for a romantic getaway? You are sure to enjoy the in-room massages, garden, and luxury bedding at this adults-only hotel. You'll also appreciate the terrace, ...

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
The price is $174 total per night
$174 total
per night
Nov 8 - Nov 9
A garden and luxury bedding await visiting couples at this Art Deco hotel. The property also offers an outdoor pool and a waterfront location.

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $266 total per night
$266 total
per night
Nov 15 - Nov 16
A private beach, premium mattresses, and Egyptian cotton sheets await couples visiting this romantic resort. The property also offers a terrace, an outdoor pool, ...

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $342 total per night
$342 total
per night
Nov 11 - Nov 12
Premium mattresses, onsite dining, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a ...
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.
Islamorada hotels essential information
Accommodation | 2,106 hotels |
|---|---|
Lowest Price | $174 |
Highest Price | $342 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Casa Morada, Islander Resort, Drop Anchor, Pines & Palms Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Bayside Villas by Islander Resort, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina |
Recent Islamorada hotel reviews by fellow wanderers

Islander Resort
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"We absolutely loved our stay at Islander! It was such a peaceful, relaxing resort, and we’re so glad we chose it for our honeymoon. The staff was incredibly helpful and welcoming, and the shuttle service was a wonderful perk for getting to and from nearby restaurants. We also really enjoyed the resort’s amenities, especially kayaking, fishing, and bike riding. Everything from check-in to check-out was easy and seamless, making our stay that much more enjoyable. We would definitely stay at Islander again and highly recommend it to anyone looking for a relaxing getaway!"
A verified traveler stayed at Islander Resort





