Islamorada Hotels with Pools
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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+
Very Good
102 reviews
8.5/10
1 night
From CAD 306
56
Very Good
101 reviews
8.4/10
1 night
From CAD 138
99+
Great
105 reviews
9.1/10
1 night
From CAD 293
64
Hotels in Islamorada
With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum.
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills.
Featured amenities include luggage storage and a safe deposit box at the front desk. Free self parking is available onsite.
Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and bidets. Conveniences include laptop-compatible safes and blackout drapes/curtains, and housekeeping is provided daily.
"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."
Very Good
102 reviews
8.6/10
1 night
From CAD 208
99+
Very Good
43 reviews
8.9/10
1 night
From CAD 243
99+
103 reviews
7.5/10
1 night
From CAD 191
99+
Great
102 reviews
9.1/10
1 night
From CAD 347
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Fitness Room
Very Good
79 reviews
8.9/10
1 night
From CAD 466
99+
Hotels in Islamorada
Featured facilities: Exclusive Beach Area, Bar, Fitness Room
Very Good
81 reviews
8.9/10
1 night
From CAD 432
99+
Very Good
102 reviews
8.9/10
1 night
From CAD 240
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.
9.6/10
Amazing
GGuest UserMy 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.
9.0/10
Great
GGiannyThe place is beautiful and very clean. There were a couple of hiccups but the hotel was quick to fix it. The only part that is upsetting is using on the amenities: fish rod, it kept tangling up. But overall, we will be returning. The breakfast was like no other.
8.6/10
Very Good
GGary McGinnisAmeracay is a very nice resort. It's not too far and easily accessible. It gas a nice tiki brand beach as well as a very nice courtyard with game areas and firepits.
The resort is in an area that has iguanas. These are harmless if left alone. Make sure yiu balcony door is shut so a curious iguana does not visit. You also should ve aware that in case of a cold snap, iguanas fall from trees. As long as they don't hit you in the head again they are harmless. Visited the outside bar fi a sandwich. Everything in the Keys cost more so prices are moderate. We shared a sandwich with no issues. The lobby area is very nice with suspended swinging chairs. Decorations are ”islandish” which is appropriate. There is a selfie wall which has keys mounted. There is also a wall mounted magnetic Scrapple game.
There are nice restaurants within walking distance. Both Midway and Lazy Boys were busy. If you go out for dinner, expect moderate wait.
Staff was exceptionally nice and helpful. The resort has a very snLl gift shop. Not much for men unless you need a bathing suit.
The only problem was the entire area was having water issues. There was no hot water in the room.
I would stay again. It's about half the cost of staying in Key West. There are places very close by if you want to plY in, on, or under the water. It may be possible to book a ride out to Alligator Reef Lighthouse via a service near by. Lots of places to hop on a fishing boat.
The water off Islamadora is a nationally protected coral reef. Make sure you know what you can and can't do on the reef.
The resort does not allow drone flying on property. You might be able to fly from a nearby bridge.
I will probably visit again.
Frequently Asked Questions
What's the best hotel with Swimming Pools in Islamorada?
Whether your trip to Islamorada is for business or leisure, Islander Resort (from CAD 343) , Cheeca Lodge & Spa (from CAD 313) and La Siesta Resort & Villas (from CAD 356) are popular choices.
Which family-friendly hotels with Swimming Pools in Islamorada are recommended?
Drop Anchor Resort & Marina (from CAD 203) 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 CAD 561 on weekdays and CAD 729 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 CAD 313) and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from CAD 353) are popular choices.
Islamorada Hotels with Pools Information
| Total properties | 38 |
|---|---|
| Number of reviews | 2,163 |
| Highest price | CAD 912 |
| Lowest price | CAD 333 |
| Weekday Avg. Price | CAD 561 |
| Weekend Avg. Price | CAD 729 |
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