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Featured Islamorada Romantic Hotels

See all 428 Hotels in Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada
4.5 out of 5.0
4.4 out of 5 (1,433 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.
  11 Sep 2017
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada
2.5 out of 5.0
3.9 out of 5 (536 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3 days here and the fishing and snorkeling was our main goal and it was absolutely perfect the hotel in my eyes is outdated but the keys is an old fishing town so i expected it to stay that way no complaints ...
  25 Aug 2017

£164

£164
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
4.0 out of 5.0
4.3 out of 5 (1,208 reviews)
We loved the whole atmosphere and kindness of staff.
  17 Jan 2018

£137

£137
Lime Tree Bay Resort

Lime Tree Bay Resort

68500 Overseas Hwy, Long Key
4.0 out of 5.0
4.1 out of 5 (548 reviews)
Would definitely stay here again! Beautiful view! Staff was friendly and helpful!
  15 Jan 2018

£122

£122
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada
3.5 out of 5.0
3.9 out of 5 (1,083 reviews)
Wonderful hotel! The staff was so friendly, the rooms were nice and clean! Great staff and amenities
  5 Sep 2017

£172

£172
Casa Morada

Casa Morada

136 Madeira Road, Islamorada
4.0 out of 5.0
4.7 out of 5 (44 reviews)
A very special placeNever imagine that it would be so great. I made the reservation without even looking at the pictures. I will go back as much as i can.
  5 Dec 2017

£280

£280
Islander Resort

Islander Resort

82100 Overseas Highway, Islamorada
3.0 out of 5.0
4.2 out of 5 (1,745 reviews)
No clean towels for the second day, internet not good. No paper towel either.
  9 Sep 2017
Drop Anchor Resort and Marina

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada
3.5 out of 5.0
4.2 out of 5 (820 reviews)
Room very clean and comfortable. Friendly staff. Easy location right off art 1
  18 Jan 2018

£114

£114
Pines & Palms Resort

Pines & Palms Resort

80401 Old Hwy, Islamorada
3.5 out of 5.0
4.4 out of 5 (350 reviews)
Beautiful beachfront location.Lovely, comfortable cottage on the beach. Clean and quiet.
  10 Jan 2018

£142

£142
Smuggler's Cove Resort and Marina

Smuggler's Cove Resort and Marina

85500 Overseas Highway, Islamorada
2.5 out of 5.0
3.0 out of 5 (189 reviews)
The pictures on the website are a little misleading. The place was a little more rundown than expected. The exterior is probably still from the recent hurricanes in 2017. However, the floors in the room my husband and I stayed in were chipped and a little dirty. The beds were wonderfully comfortable ...
  13 Jan 2018

£100

£100
Map

Recently booked Islamorada hotels

La Siesta Resort & Marina
3.5 out of 5.0
Last booking: 5 hours ago
Drop Anchor Resort and Marina
3.5 out of 5.0
Last booking: 6 hours ago
Creekside Inn Islamorada
3.0 out of 5.0
Last booking: 7 hours ago
Pelican Cove Resort & Marina
3.5 out of 5.0
Last booking: 8 hours ago
Casa Morada
4.0 out of 5.0
Last booking: 8 hours ago
Conch On Inn Motel
2.5 out of 5.0
Last booking: 8 hours ago
Chesapeake Beach Resort
2.5 out of 5.0
Last booking: 8 hours ago
Amara Cay Resort
4.0 out of 5.0
Last booking: 9 hours ago
Cheeca Lodge & Spa
4.5 out of 5.0
Last booking: 19 hours ago

Pocket Guide: Romantic Hotels in Islamorada

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