Islamorada

Islamorada Hotels with Pools

Select your dates to see hotels in Islamorada with a Pools for a refreshing stay.

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Islamorada Hotels with Swimming Pools

Check out our selection of Islamorada hotels with Pools
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area
Very Good
103 reviews
8.4/10
1 night
From PLN 688
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Massage Room
Amazing
45 reviews
9.4/10
1 night
From PLN 1,723
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Fitness Room
Very Good
103 reviews
8.5/10
1 night
From PLN 735
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area
Great
102 reviews
9.0/10
1 night
From PLN 650
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area
Great
104 reviews
9.0/10
1 night
From PLN 749
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Spa
Great
109 reviews
9.1/10
1 night
From PLN 820
Check Availability
56
Hotels in Islamorada
Featured facilities: Exclusive Beach Area
Very Good
101 reviews
8.3/10
1 night
From PLN 325
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar
Great
99 reviews
9.2/10
1 night
From PLN 873
Check Availability
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Fitness Room
Great
102 reviews
9.1/10
1 night
From PLN 957
Check Availability
99+
Hotels in Islamorada
Featured facilities: Public Beach
Great
83 reviews
9.3/10
1 night
From PLN 650
Check Availability
See All Hotels with Pools in Islamorada

Top rated hotels in Islamorada

See all
Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.

Ragged Edge Resort & Marina

9.4/10
Amazing
Posted on Mar 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:PLN 811

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

8.9/10
Very Good
Posted on Aug 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:PLN 794

Sunset Inn

8.6/10
Very Good
Posted on Jan 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:PLN 562

Fisher Inn Resort & Marina

7.5/10
Posted on Apr 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:PLN 467

Frequently Asked Questions

What's the best hotel with Swimming Pools in Islamorada?

Whether your trip to Islamorada is for business or leisure, La Siesta Resort & Villas (from PLN 635) , Cheeca Lodge & Spa (from PLN 589) and Islander Resort (from PLN 884) are popular choices.

Which family-friendly hotels with Swimming Pools in Islamorada are recommended?

Drop Anchor Resort & Marina (from PLN 414) is a top choice for families. Enjoy your time with kids and other family members for your stay!

What's the average price for hotels with Swimming Pools in Islamorada?

For hotels with Swimming Pools in Islamorada, the average price is PLN 1,366 on weekdays and PLN 1,782 on weekends (Friday–Saturday).

Which hotels with Swimming Pools in Islamorada have deals?

There are many deals available on Trip.com for both new and loyal users. Please check the promotions page to save your upcoming stays.

What's the best luxury hotel with Swimming Pools in Islamorada?

Islamorada has many luxury hotels with Swimming Pools. Cheeca Lodge & Spa (from PLN 589) and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from PLN 585) are popular choices.

Islamorada Hotels with Pools Information

Total properties45
Number of reviews2,360
Highest pricePLN 3,737
Lowest pricePLN 1,809
Weekday Avg. PricePLN 1,366
Weekend Avg. PricePLN 1,782