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Recommended hotels in Islamorada
1. Cheeca Lodge & Spa
Cheeca Lodge & Spa5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,514 reviews)
9.2/10
Wonderful
(1,514 reviews)
"Clean room, friendly staff and food was good."
"Clean room, friendly staff and food was good."
Nicholas
The price is CA $256
CA $256
CA $391 total
includes taxes & fees
Nov 15 - Nov 16
2. La Jolla Resort
La Jolla Resort2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
9.2/10
Wonderful
(1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"Jane
The price is CA $188
CA $188
CA $251 total
includes taxes & fees
Nov 18 - Nov 19
3. Chesapeake Beach Resort
Chesapeake Beach Resort3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,811 reviews)
9.4/10
Exceptional
(1,811 reviews)
"Location is amazing make sure to book a balcony with a view"
"Location is amazing make sure to book a balcony with a view"Olga Vasiliy
The price is CA $218
CA $218
CA $324 total
includes taxes & fees
Nov 19 - Nov 20
4. Islander Resort
Islander Resort4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
9.4/10
Exceptional
(1,162 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"DEBORAH
The price is CA $253
CA $253
CA $388 total
includes taxes & fees
Nov 15 - Nov 16
5. Amara Cay Resort
Amara Cay Resort4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,336 reviews)
8.8/10
Excellent
(1,336 reviews)
"Great location as well."
"Great location as well."Amir
The price is CA $233
CA $233
CA $365 total
includes taxes & fees
Nov 17 - Nov 18
6. Breezy Palms Resort
Breezy Palms Resort2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
9.0/10
Wonderful
(785 reviews)
"Such a great place to stay!!"
"Such a great place to stay!!"Gavin
The price is CA $170
CA $170
CA $214 total
includes taxes & fees
Nov 17 - Nov 18
7. Fisher Inn Resort & Marina
Fisher Inn Resort & Marina3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
8.2/10
Very good
(1,004 reviews)
"We enjoyed everything!"
"We enjoyed everything!"Susan
The price is CA $182
CA $182
CA $251 total
includes taxes & fees
Nov 29 - Nov 30
8. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort4.0 star property
Islamorada
9.0 out of 10, Wonderful, (311 reviews)
9.0/10
Wonderful
(311 reviews)
"Great place to stay!"
"Great place to stay!"Liosbel
The price is CA $293
CA $293
CA $433 total
includes taxes & fees
Nov 29 - Nov 30
9. Lime Tree Bay Resort
Lime Tree Bay Resort3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,587 reviews)
9.4/10
Exceptional
(1,587 reviews)
"We stayed for 4 nights, place was great. Clean and relaxing."
"We stayed for 4 nights, place was great. Clean and relaxing."John
The price is CA $175
CA $175
CA $260 total
includes taxes & fees
Nov 18 - Nov 19
10. Ragged Edge Resort & Marina
Ragged Edge Resort & Marina2.5 star property
Islamorada
9.6 out of 10, Exceptional, (279 reviews)
9.6/10
Exceptional
(279 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
"Incredible place, ample room and everything you need to cook and to bbq."Nathalie
The price is CA $196
CA $196
CA $220 total
includes taxes & fees
Nov 12 - Nov 13
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.
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.
Top Islamorada Hotel Reviews
Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor
10/10 Excellent
We had a great stay. Nice, cosy, and clean. Very quiet, which we loved. Great views from the dock. We will be back!
We had a great stay. Nice, cosy, and clean. Very quiet, which we loved. Great views from the dock. We will be back!
Daniel
Dolphin Point Villas
Dolphin Point VillasKey Largo
10/10 Excellent
This is a beautiful property with unique villas. We had the place to ourselves off season. Our suite a little too close to the highway but we were able to relax on other verandas.
This is a beautiful property with unique villas. We had the place to ourselves off season. Our suite a little too close to the highway but we were able to relax on other verandas.
Patricia
Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
10/10 Excellent
Très beau resort avec des options de location gratuite d’embarcations nautiques, de vélo et surtout de cannes à pêche pour pêcher directement au bord de l ’eau au resort !
Le petit déjeuner était excellent! Ce n’est pas seulement un continental ils offrent aussi des omelettes, œuf etc !
Très beau resort avec des options de location gratuite d’embarcations nautiques, de vélo et surtout de cannes à pêche pour pêcher directement au bord de l’eau au resort !
Le petit déjeuner était excellent! Ce n’est pas seulement un continental ils offrent aussi des omelettes, œuf etc !
Alexandre
Islander Resort
Islander ResortMatecumbe
10/10 Excellent
This resort was absolutely amazing and exceeded all of my expectations. We originally booked just one night on our way to Key West, but after experiencing everything the property had to offer, we wished we had stayed much longer.
If we have the opportunity to make this trip again, we would choose to stay here for our entire vacation and simply take a day trip or two to Key West. The resort offers everything you need for a relaxing and enjoyable stay, with beautiful surroundings, excellent...
This resort was absolutely amazing and exceeded all of my expectations. We originally booked just one night on our way to Key West, but after experiencing everything the property had to offer, we wished we had stayed much longer.
If we have the opportunity to make this trip again, we would choose to stay here for our entire vacation and simply take a day trip or two to Key West. The resort offers everything you need for a relaxing and enjoyable stay, with beautiful surroundings, excellent...
Amanda
Coconut Palm Inn
Coconut Palm InnTavernier
10/10 Excellent
Stay was great. Very friendly and helpful staff, small but well appointed room and nice bathroom. The beach with umbrellas, hammocks and lounge chairs was wonderful. They also have complementary bikes and canoes.
Stay was great. Very friendly and helpful staff, small but well appointed room and nice bathroom. The beach with umbrellas, hammocks and lounge chairs was wonderful. They also have complementary bikes and canoes.
erika
The Islands of Islamorada
The Islands of IslamoradaMatecumbe
10/10 Excellent
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered.
This is the first hotel where I feel there is great value in the resort fee with all that's included.
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered.
This is the first hotel where I feel there is great value in the resort fee with all that's included.
Kenneth
Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
10/10 Excellent
We loved this place so much we booked another night. Very peaceful, pleasant and great restaurant on site. Little beach and pool and great location. Love ❤️
We loved this place so much we booked another night. Very peaceful, pleasant and great restaurant on site. Little beach and pool and great location. Love ❤️
Deborah
Atlantic Bay Resort
Atlantic Bay ResortTavernier
10/10 Excellent
Loved the location of this property. A little hidden gem. Gorgeous views of the sunset. More of a long stay family spot, but I was there for one evening and enjoyed it. Friendly and helpful staff... lots of things to do. Clean and spacious room, and overall did not disappoint.
Loved the location of this property. A little hidden gem. Gorgeous views of the sunset. More of a long stay family spot, but I was there for one evening and enjoyed it. Friendly and helpful staff... lots of things to do. Clean and spacious room, and overall did not disappoint.
Anonymous traveller
Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
10/10 Excellent
Loved it!
Loved it!
Eitan
La Jolla Resort
La Jolla ResortMatecumbe
10/10 Excellent
Love the retro look of the motel. Renovated room, very clean, no carpets, small kitchenette and well air-conditioned. View of Barley Basin, Everglades side. Small pool surrounded by vegetation, parking. Well-maintained site. Warm, friendly staff.
Love the retro look of the motel. Renovated room, very clean, no carpets, small kitchenette and well air-conditioned. View of Barley Basin, Everglades side. Small pool surrounded by vegetation, parking. Well-maintained site. Warm, friendly staff.
Anne Renee
Rock Reef Resort
Rock Reef ResortRock Harbor
10/10 Excellent
The location was ideal, very quiet, wildlife viewable from the beach access, lovely room, great service. All around awesome.
The location was ideal, very quiet, wildlife viewable from the beach access, lovely room, great service. All around awesome.
josee
The Ocean View Inn & Pub
The Ocean View Inn & PubIslamorada
8/10 Good
The sheets were not clean
But the spot of the pool is super
The sheets were not clean
But the spot of the pool is super
Jacques
Seafarer Key Largo
Seafarer Key LargoRock Harbor
10/10 Excellent
Loved the “Villa”. Lovely cottage-y feel to it. Comfortable living room area with wide-screen. Circular dining table and chairs is very convenient right next to the kitchenette with fridge, stove, sink, microwave and table settings. Had everything we needed and a view of a spectacular sunset shortly after we arrived. Plenty of dining options in the area. The host was very helpful and pleasant and readily recommended a couple of nearby dining options. Will come back for a longer stay.
Loved the “Villa”. Lovely cottage-y feel to it. Comfortable living room area with wide-screen. Circular dining table and chairs is very convenient right next to the kitchenette with fridge, stove, sink, microwave and table settings. Had everything we needed and a view of a spectacular sunset shortly after we arrived. Plenty of dining options in the area. The host was very helpful and pleasant and readily recommended a couple of nearby dining options. Will come back for a longer stay.
Hans
Sunset Cove Beach Resort
Sunset Cove Beach ResortKey Largo
10/10 Excellent
Sunset Cove was a perfect stop for our vacation - lovely spot, amazing staff, and an amazing property. Highly recommend!
Sunset Cove was a perfect stop for our vacation - lovely spot, amazing staff, and an amazing property. Highly recommend!
Angela
Pines & Palms Resort
Pines & Palms ResortMatecumbe
10/10 Excellent
Stayed in the Orchid Suite and although the building is dated, it was just lovely. Will come back again. Nice place for couples/adults - not so much for families. Within walking distance or short bike ride to restaurants, scuba diving, fishing charters.
Stayed in the Orchid Suite and although the building is dated, it was just lovely. Will come back again. Nice place for couples/adults - not so much for families. Within walking distance or short bike ride to restaurants, scuba diving, fishing charters.
Diane
Breezy Palms Resort
Breezy Palms ResortMatecumbe
10/10 Excellent
very good viewing ocean.
very good viewing ocean.
Hiroyuki
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
10/10 Excellent
Beautiful place
Great beds
Lots of dining options
Beautiful place
Great beds
Lots of dining options
Eslita
Coconut Cove Resort and Marina
Coconut Cove Resort and MarinaIslamorada
10/10 Excellent
We stayed at Coconut Cove for 5 nights and loved every minute. The resort is a bit dated, but it's a tradeoff we gladly made. It still very much had it's old world charm. There are not a lot of units and so it is very quiet. Many times we had the pool to ourselves. The pool itself is in excellent condition, and was very clean.
The beachfront (not really a beach but still a great place to launch a kayak) is a perfect place to watch the sunrise. The resort chickens & rooster were a nice...
We stayed at Coconut Cove for 5 nights and loved every minute. The resort is a bit dated, but it's a tradeoff we gladly made. It still very much had it's old world charm. There are not a lot of units and so it is very quiet. Many times we had the pool to ourselves. The pool itself is in excellent condition, and was very clean.
The beachfront (not really a beach but still a great place to launch a kayak) is a perfect place to watch the sunrise. The resort chickens & rooster were a nice...
Kim
Frequently Asked Questions
What should a history enthusiast expect from a trip to Islamorada?
You're likely already making plans to see the sights of historical relevance during your vacation in Islamorada. And while you're here, you can check out the entertainment choices and scenic seaside. And also relish a stop at the seafood restaurants in this relaxing area.
How many historically relevant hotels will I find in Islamorada?
In Islamorada, you'll find 850 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places to visit in Islamorada?
Favorite places to visit include Bud n' Mary's Dive Center, Robbie’s of Islamorada, and Anne's Beach. A couple of additional sights to add to your agenda are Fiesta Key and Everglades National Park.
What is a historic hotel like in Islamorada?
Guests who book a historic hotel can enjoy a vacation in a place that has an official historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of historic hotels in Islamorada, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value as well as how it influenced the community.
Do historic hotels in Islamorada have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, while every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Islamorada, you won't find yourself staying at a place that is rundown or uncomfortable.