Islamorada Hotels with Pools
A hotel with a pool in Islamorada offers a refreshing retreat after a day of exploring. Relax in an infinity pool, rooftop pool, or heated indoor swimming pool. Many options provide stunning views to enhance your stay.
Trip.com Featured hotels with Swimming Pools in Islamorada
1. Cheeca Lodge & Spa
• Offers Dry Cleaning, Garden, and Fax/Copying Service.
• Rated 9/10 based on 114 reviews.
• Convenient to Matecumbe Methodist church, only 0.2km.
• Prices range from AED 460 to AED 5,953.
2. Amara Cay Resort
• Guests particularly enjoy the Eco Tours, Garden, and Fax/Copying Service.
• With a rating of 8.5/10 from 102 guest reviews.
• Seamonkey's Scuba Diving is only 0.04km away.
• Price range: AED 543-AED 3,770.
3. La Siesta Resort & Villas
• Guests particularly enjoy the Fax/Copying Service, Shuttle Bus Service, and Kayaking.
• Rated 8.5/10 based on 98 reviews.
• Only 0.48km to Island Adventures Islamorada.
• Prices range from AED 676 to AED 4,402.
The above hotel prices are based on Trip.com for October 1-October 7.
Hotels in Islamorada with a pool for a refreshing stay
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Hotel Star Rating
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Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Best Islamorada Hotels with Swimming Pools
Check out our selection of Islamorada hotels with Pool
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Great
113 reviews
9.0/10
1 night
From AED 425
94
Very Good
101 reviews
8.4/10
1 night
From AED 252
99+
Great
103 reviews
9.2/10
1 night
From AED 703
99+
Great
102 reviews
9.0/10
1 night
From AED 328
99+
Very Good
100 reviews
8.5/10
1 night
From AED 551
99+
Hotels in Islamorada
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Very Good
103 reviews
8.9/10
1 night
From AED 742
99+
Hotels in Islamorada
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Amazing
46 reviews
9.4/10
1 night
From AED 1,525
99+
Great
88 reviews
9.3/10
1 night
From AED 742
99+
Great
100 reviews
9.0/10
1 night
From AED 485
99+
Very Good
103 reviews
8.9/10
1 night
From AED 533
Top rated hotels in Islamorada
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Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.
Pines & Palms Resort
9.2/10
Great
Posted on Jul 31, 2026|One-Bedroom King Suite with Ocean View
Guest UserThe hotel is still good, this room type needs to take the stairs to carry luggage and the price is set to be 50% off on the day.
Price per night from:AED 734
La Siesta Resort & Villas
8.5/10
Very Good
Posted on Aug 6, 2025
Guest User
Las instalaciones estaban un poco sucias y viejas y en la cocina no colocan ningún utensilio. Además estaban en remodelación.
Price per night from:AED 717
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:AED 439
Hadley Resort and Marina
7.4/10
Posted on Aug 6, 2026|Pool Villa
STOMsHadley Resort in Islamorada was a fantastic base for our trip. Breakfast was good, seating area outside was lovely, with many options, which made mornings really easy. The staff were genuinely helpful throughout our stay, and our pool villa was very clean, spacious, and perfect for relaxing after long days out.
The location couldn’t have been better — ideal for exploring the Keys, and we easily travelled to both Marathon and Key West. Overall, we had a great experience and would definitely stay again.
Price per night from:AED 405
Frequently Asked Questions
How much is the average rate for hotels with Swimming Pools in Islamorada?
For hotels with Swimming Pools in Islamorada, the average price on weekdays is AED 1,574, and the average price on weekends (Friday–Saturday) is AED 1,940.
Which hotels with Swimming Pools in Islamorada are recommended for travellers with children?
Drop Anchor Resort & Marina (from AED 473) is very suitable for family travel. Enjoy a trip together with your kids and other family members!
Which hotels with Swimming Pools in Islamorada are luxury hotels?
Many hotels with Swimming Pools in Islamorada are luxury hotels. Cheeca Lodge & Spa (from AED 460) and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from AED 547) are very popular.
What are the popular hotels with Swimming Pools in Islamorada?
Whether you are travelling to Islamorada for business or tourism, Cheeca Lodge & Spa (from AED 460) , Amara Cay Resort (from AED 543) and La Siesta Resort & Villas (from AED 676) are all preferred hotels.
What promotions are available for hotels 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 Pool Information
| Total properties | 47 |
|---|---|
| Number of reviews | 2,244 |
| Highest price | AED 10,203 |
| Lowest price | AED 824 |
| Weekday Avg. Price | AED 1,574 |
| Weekend Avg. Price | AED 1,940 |
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Chesapeake Beach ResortFisher Inn Resort & MarinaBreezy Palms ResortIslander ResortLa Jolla ResortOcean & Bay Views. Welcome To Paradise!Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortAmara Cay ResortDrop Anchor Resort & MarinaMatecumbe ResortOceanfront Islamorada Townhome- Private Dock, Pool & Pet-FriendlyLa Siesta Resort & VillasTikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FPPines & Palms ResortCheeca Lodge & Spa