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Featured Islamorada Romantic Hotels

See all 137 Hotels in Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada
4.0 out of 5.0
4.4 out of 5 (657 reviews)
Daughter got married here on the beach at sunset. Beautiful hotel and spa facilities. Close enough to Miami in terms of travel, but you feel like you're away in the Caribbean.
  Sep 11, 2017
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada
2.5 out of 5.0
3.7 out of 5 (173 reviews)
Nice hotel on waterWell we loved every second of our trip didnt even have to leave the hotel to have fun spent 3 days here and the fishing and snorkeling was our main goal and it was absolutely perfect the hotel in my eyes is outdated but the keys is an old fishing town so i expected it to stay that way no complaints ...
  Aug 25, 2017
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.2 out of 5 (477 reviews)
awesome placeeverything looks new condition, very clean, ac very cold.
  Sep 5, 2017

$189

$189
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

84001 Overseas Hwy, Islamorada
3.0 out of 5.0
3.6 out of 5 (435 reviews)
very nice hotel with beautiful beachwell we only stayed for one night due to hurricane Irma. we only had time to enjoy the very nice beach. the only downfall for me was not being able to smoke outside. I understand people don't like it, but its outside so what does it matter. otherwise this a beautiful property.
  Sep 11, 2017
Islander Resort, a Guy Harvey Outpost

Islander Resort, a Guy Harvey Outpost

82100 Overseas Highway, Islamorada
3.0 out of 5.0
4.2 out of 5 (673 reviews)
No clean towels for the second day, internet not good. No paper towel either.
  Sep 9, 2017
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada
3.0 out of 5.0
3.9 out of 5 (405 reviews)
Wonderful hotel! The staff was so friendly, the rooms were nice and clean! Great staff and amenities
  Sep 5, 2017
Casa Morada

Casa Morada

136 Madeira Road, Islamorada
3.5 out of 5.0
4.5 out of 5 (23 reviews)
I got a room with a nice Bathtub but was not working... very dissapointed. Manager gave me a discount but of course kind of ruined my night. Great service and beautiful place to relax. They gave me a complementary welcome drink and a piece of cake for my bday. That was nice!
  Aug 23, 2017

$319

$319
Islander Bayside, a Guy Harvey Outpost

Islander Bayside, a Guy Harvey Outpost

81450 Overseas Highway, Islamorada
3.5 out of 5.0
4.5 out of 5 (56 reviews)
We stayed in two bedroom townhouse. It was perfectPerfect for sharing with a couple. Very clean. comfortable. We loved it.
  Sep 5, 2017

$272

$272
Drop Anchor Resort and Marina

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada
3.0 out of 5.0
4.2 out of 5 (305 reviews)
ParadiseFirst off, upon pulling into the parking lot we were all in love with how colorful the buildings were. It definitely felt beachy and tropical. We were able to lounge by the pool until our room was ready and the manager actually came and let us know so we didn't have to keep checking with him! We ...
  Sep 6, 2017

$134

$134
Pines & Palms Resort

Pines & Palms Resort

80401 Old Hwy, Islamorada
3.0 out of 5.0
4.4 out of 5 (136 reviews)
Great place in troubled timesWe showed up just a week after the Keys where re-opened post Hurricane Irma so we had expected the hotels to be compromised. The staff, location, and view was all still amazing and it looks like it would be an incredible peoperty had it not been damaged the way it was. The rooms are nice and ...
  Oct 15, 2017

$119

$119
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

84801 Overseas Highway, Islamorada
2.0 out of 5.0
3.1 out of 5 (52 reviews)
Nice older near the water. 22 night stay. Only there at site mainly in evening. Quiet and pretty. Beautiful sunrises!
  Feb 3, 2017
La Siesta Resort & Marina

La Siesta Resort & Marina

80241 Overseas Highway, Islamorada
3.0 out of 5.0
3.7 out of 5 (237 reviews)
Awesome hotelThe hotel was amazing, only bad the breakfast very poor but the rest of amenities perfect.
  Sep 5, 2017
Harbor Lights

Harbor Lights

84951 Overseas Hwy, Islamorada
2.0 out of 5.0
2.9 out of 5 (324 reviews)
Quiet place, close to the beach and other facilit.Small place, nice and very helpful lady in front desk. A few minutes from the Theater of the sea, good food around too.
  Jul 26, 2017

$64

$64
Creekside Inn Islamorada

Creekside Inn Islamorada

90611 Old Highway, Islamorada
2.5 out of 5.0
3.4 out of 5 (180 reviews)
mom and pop on canalVery clean, comfortable bed. Room is a little small but they do well with what they have. Decent shower, bathroom products. refrigerator. Reasonable off season rates.
  Aug 15, 2017

$125

$125
Lookout Lodge Resort

Lookout Lodge Resort

87770 Overseas Hwy, Islamorada
2.5 out of 5.0
3.6 out of 5 (22 reviews)
Rundown but Great LocationI have stayed here before, the views and location are amazing. The Staff is exceptional, but the rooms are in dire need of repair and upgrade. I was not thrilled to find out upon check in that the bulk of the property had been reserved for a Private Party on the day of my arrival and would be closed. ...
  Jul 4, 2017
Map

Recently booked Romantic Hotels in Islamorada

Creekside Inn Islamorada
2.5 out of 5.0
Last booking: 37 minutes ago
Smuggler's Cove Resort and Marina
2.5 out of 5.0
Last booking: 3 hours ago
Sands of Islamorada
2.5 out of 5.0
Last booking: 4 hours ago
Drop Anchor Resort and Marina
3.0 out of 5.0
Last booking: 11 hours ago
The Caribbean Resort
3.5 out of 5.0
Last booking: 25 hours ago
Cheeca Lodge & Spa
4.0 out of 5.0
Last booking: 35 hours ago
Pines & Palms Resort
3.0 out of 5.0
Last booking: 46 hours ago

Romantic Islamorada Hotels Information

Light the candles, put on some sultry music, and create the path of petals: You are on your way toward a legendary affair. Whether you have a remarkable weekend upcoming or need a break from a hectic life schedule, you'll say "ooh la la" as soon as you lay eyes on our romantic accommodation in Islamorada. We make it simple to search 3 romantic hotels in Islamorada, regardless of the reason you can hardly wait for this trip.

Islamorada Romantic Accommodation Is Just the First Step

What do you desire when it comes to tales of romance? Islamorada hotels with private rooms or in-room indulgences for a relaxing couples massage could be right around the corner. The area establishments will be happy to provide for candlelit meals where you can gaze deeply into your sweetheart's eyes. Perhaps you will keep the fun times going at a nearby watering hole before you head back to your lodging.

You can also understand what to look forward to, because you'll discover lots of verified reports on Islamorada's romantic lodging.

  • 81% of visitors were delighted about Islamorada romantic hotels, and would recommend them to friends and family.
  • In fact, average satisfaction gathered lofty scores.
  • These rooms are so comfortable, you and your darling may never feel the need to leave.
  • You're in the correct town for exceptional service and skillful employees.
  • The well cultivated grounds invite date night walks under the moon and stars.

It's Now a Great Moment to Get Top Discounts and Choices

Yes, you will soon realize why guests come back so often. Islamorada has had a 2,269% rise in bookings over the last twelve months. And you will have plenty of money left over thanks to Expedia's bargains. Let us help you today, and you'll soon be swooning all over again.