Islamorada

Islamorada Hotels with Pools

Enter your dates to find hotels with swimming pools in Islamorada where you can swim, relax, and recharge.

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Amazing 9+Great 8+Good 7+Pleasant 6+

Top Hotels with Pools in Islamorada

Check out our recommended hotels with pools in Islamorada.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Islamorada
Featured facilities: Private beach area
Very Good
103 reviews
8.4/10
1 night
From €161
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area, Bar, Massage room
Amazing
45 reviews
9.4/10
1 night
From €404
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area, Bar, Gym
Very Good
103 reviews
8.5/10
1 night
From €172
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area
Great
102 reviews
9.0/10
1 night
From €153
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area
Great
104 reviews
9.0/10
1 night
From €176
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area, Bar, Spa
Great
109 reviews
9.1/10
1 night
From €192
Check availability
56
Hotels in Islamorada
Featured facilities: Private beach area
Very Good
101 reviews
8.3/10
1 night
From €76
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area, Bar
Great
99 reviews
9.2/10
1 night
From €205
Check availability
99+
Hotels in Islamorada
Featured facilities: Private beach area, Bar, Gym
Great
102 reviews
9.1/10
1 night
From €224
Check availability
99+
Hotels in Islamorada
Featured facilities: Public beach
Great
83 reviews
9.3/10
1 night
From €152
Check availability
See All Hotels With Pools in Islamorada

Latest Reviews for Islamorada Hotels

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Read genuine traveler ratings & reviews to find your perfect stay.

Ragged Edge Resort & Marina

9.4/10
Amazing
Posted onMar 18, 2021
Guest User
My husband and I stayed a week at the Ragged Edge Resort & Marina. We were delighted with the spacious apartment especially the two bathrooms. Our apartment had a well equipped kitchen, a counter for eating and a comfortable living area with a sofa and chairs. From the kitchen/living room window we had a beautiful view of the pier and ocean. The pool and pier area provided lots of space and lounge chairs for swimming, fishing and enjoying the sun. In the evening we used the resort's bicycles to tour the neighborhood. The staff at Ragged Edge were wonderful. They made sure we had everything we needed. There were many restaurants nearby but our favorite was ”Lazy Days”. We also took a day trip to Key West which was about 70 miles south of the resort.
Price per night from:€190

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

8.9/10
Very Good
Posted onAug 25, 2025
Guest User
The resort was very beautiful and well maintained. The cottage we stayed in was spacious and we really liked the decor and how soft the beds were. The food was good but a little pricey. We were not impressed with the cabana rental. The cabana was not ready when we arrived. We had to wait for it to be cleaned and set up. The cabana was not labeled and we were confused on which cabana was ours as there were 2 next to each other. We asked when service would start and we were told 10am, then we asked again at 10:45, then went to the front office at 11:30 and when 12pm rolled around with no service we decided to leave and get our money back on the cabana. At that point all we paid for was a chair and towel which did not meet our expectation when spending $250.00 on a cabana for the day. I would recommend several things for the cabana. 1. Number the cabanas so you can clearly see the number. Telling us Cabana 2 does not help when they are beside each other. 2. Stock the min fridge with water. 3. Clearly explain on the cabana rental that food/service will not start until a certain time. We expected to at least get something to drink while in the cabana. 4. Install a call button or app that you can be in contact with someone when you need something. There was a significant delay on getting our refund. And we do appreciate the Manager helping us on Friday get that resolved before we checked out on Saturday morning. All in all, the resort was great. We loved the vibe and updates made to the property. The rooms were comfortable and fresh, and we loved the beds as they were very comfortable, and the sheets were so soft. Everyone was friendly and pleasant. We most enjoyed fish like a local with Patrick. We found that the pool in the middle of the property was less used and felt more quiet and more private therefore we spent our time with a good book. I would give the stay at 4.5 out of 5. Highly recommend trying out Three Waters Resort.
Price per night from:€241

Sunset Inn

8.6/10
Very Good
Posted onJan 15, 2025
Guest User
Its decent but its not easy to find in the evening or night when its dark. Would help if it has a bright sign for the Inn. It has a pool at the back and you can hear the noise if people are partying out there but it seems to quiet down fortunately for us for the day we were there.
Price per night from:€132

Fisher Inn Resort & Marina

7.5/10
Posted onApr 18, 2024
Guest User
The reception staff were lovely, so welcoming and helpful. Little heated pool and nice sun loungers, just missing some umbrellas to make it perfect. The outside grill was great to use and clean. Room didn’t get cleaned during our two night stay though… 🤷🏼♀️
Price per night from:€109

FAQs

Where is the best place for a stay with Swimming Pools in Islamorada?

Whether you are traveling to Islamorada for business or fun, La Siesta Resort & Villas (from €148) , Islander Resort (from €206) and Cheeca Lodge & Spa (from €152) are all preferred hotels.

What’s the typical price for hotels with Swimming Pools in Islamorada?

For hotels with Swimming Pools in Islamorada, the average price on weekdays is €323, and the average price on weekends (Friday–Saturday) is €425.

What’s the best family hotels with Swimming Pools in Islamorada?

Drop Anchor Resort & Marina (from €97) is very suitable for family travel. Enjoy a trip together with your kids and other family members!

What's the best high-end place with Swimming Pools to stay in Islamorada?

There are many luxury hotels with Swimming Pools in Islamorada. Cheeca Lodge & Spa (from €152) and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from €163) are very popular.

What are some great hotel promotions for property with Swimming Pools in Islamorada?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Islamorada Hotels with Pools Information

Total properties45
Number of reviews2,318
Highest price€876
Lowest price€876
Weekday Avg. Price€323
Weekend Avg. Price€425