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Best Hotels with Pools in Islamorada (FL) | Private, Shared & Infinity Pools

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Best Pool Hotels in Islamorada (FL)

Star rating
Review score
Our top picks
Lowest price first
Nearest to
Best reviewed
Cheeca Lodge & Spa
Upper Matecumbe Key,Islamorada (FL) - View on map
"I loved everything honestly everything and everyone were pleasant"
8.4

Excellent

12 reviews

Amara Cay Resort
Upper Matecumbe Key,Islamorada (FL) - View on map
"Great location."
8.9

Excellent

58 reviews

Fisher Inn Resort & Marina
Wildley Key,Islamorada (FL) - View on map
"We loved this place clean, location was perfect very beautiful grounds"
8.1

Excellent

11 reviews

Avg price per night
$ 394
Postcard Inn Beach Resort & Marina
Wildley Key,Islamorada (FL) - View on map
"I love The postcard Inn, we’ve been coming here for many years and through many changes and its just gets better."
8.6

Excellent

16 reviews

Avg price per night
$ 549
Islander Bayside Villas & Boatslips
Upper Matecumbe Key,Islamorada (FL) - View on map
8.2

Excellent

2 reviews

Avg price per night
$ 578
La Siesta Resort & Villas
Upper Matecumbe Key,Islamorada (FL) - View on map
9

Exceptional

4 reviews

Avg price per night
$ 557
The Ocean View Inn
Wildley Key,Islamorada (FL) - View on map
Avg price per night
$ 314
Pelican Cove Resort & Marina
Wildley Key,Islamorada (FL) - View on map
"I booked an Oceanfront King Room, but when I checked in they gave me a non view king room. I showed them my confirmation email, they said that it meant nothing, and insisted Agoda did not reserve for me an Oceanfront King Room & they did not have one. They offered me a Queen “oceanfront”, which you could only see a sliver of water over rooftops and trees standing on toes, besides it was very loud room, being over a bar hosting a wedding . I had little choice other than to accept the non view king, as Pelican Cove refused to refund, repeating that I had to take up any issues with Agoda. So I spent 2 hours, many disconnected calls, attempting to resolve through Agoda, but they only gave me same options Pelican Cove did. The resort was nice, staff (bar, water sports, housekeeping) was friendly (other than front desk), & amenities were good. The non view room actually had a side view, but having gone into an Oceanfront King room, it was NOT what I booked and paid for through Agoda."
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8.5

Excellent

17 reviews

La Jolla Resort
Upper Matecumbe Key,Islamorada (FL) - View on map
"We loved our stay here!"
8.6

Excellent

5 reviews

Breezy Palms Resort
Upper Matecumbe Key,Islamorada (FL) - View on map
8.8

Excellent

2 reviews

Cheeca Lodge & Spa
Upper Matecumbe Key,Islamorada (FL) - View on map
"I loved everything honestly everything and everyone were pleasant"
8.4

Excellent

12 reviews

Discover the neighborhoods of Islamorada (FL)


Frequently asked questions

What's the average price of a hotel in Islamorada (FL)?

The average price for a 3-star hotel in Islamorada (FL) is USD 354. The average price for a 4-star hotel in Islamorada (FL) is USD 523.

What's the average price of a hotel in Islamorada (FL) this weekend?

The average price for a 3-star hotel in Islamorada (FL) this weekend is USD 376.

What's the average price of a hotel in Islamorada (FL) tonight?

The average price for a 3-star hotel in Islamorada (FL) tonight is USD 323. The average price for a 4-star hotel in Islamorada (FL) tonight is USD 529.

What are the most popular hotels in Islamorada (FL)?

What are the best hotels in Islamorada (FL) for couples?

Couples who stayed in Islamorada (FL) have given high ratings to Breezy Palms Resort, Breezy Palms Resort and Caloosa Cove Resort - With Full Kitchens.

What are the best hotels in Islamorada (FL) for families?

Families who stayed in Islamorada (FL) highly recommend Caloosa Cove Resort - With Full Kitchens, Drop Anchor Resort & Marina and Sunset Inn.

What hotels in Islamorada (FL) have the best views?

Verified travelers to Islamorada (FL) have given top reviews for the views at Chesapeake Beach Resort, La Jolla Resort and Islander Resort.

What hotels in Islamorada (FL) have the best breakfast?

Verified travelers to Islamorada (FL) have given top reviews for the breakfast at Amara Cay Resort, Chesapeake Beach Resort and Islander Resort.

What's the best neighborhood in Islamorada (FL) to stay in?

Popular neighborhoods among travelers staying in Islamorada (FL) include Upper Matecumbe Key, Wildley Key and Lower Matecumbe Key.

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