A beach with white lounge chairs, a covered pavilion, and palm trees.

Search Hotels with Pool in Islamorada

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Hotels with Pool

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Choose what matters most at hotels with a pool in Islamorada

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"It was clean, family friendly, quiet but yet plenty to do. It’s island time so sometimes when you want to do an activity like kayaking the employees take their time or when the coffee runs out in the main lobby it can be a guessing game as to who will fill it. We loved our stay though and they were so sweet to our toddler."
Rachel 5-night trip
Posted 8 hours ago
Amara Cay Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"It was a great room and stay and great ocean views"
jason 1-night trip
Posted 17 hours ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"It's a beautiful property! A hidden treasure in Islamorada : )"
Ira 2-night trip
Posted 17 hours ago
Casa Morada
Drop Anchor

Drop Anchor

10/10 Excellent
"Great location,"
Marianela 4-night trip
Posted 1 day ago
Drop Anchor
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
Kevin 7-night trip
Posted 6 days ago
Coconut Cove Resort and Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Linda 3-night trip
Posted 7 days ago
La Jolla Resort

Frequently asked questions

What's it like visiting Islamorada?
If spending time by the pool is your idea of the perfect getaway, you might want to think about relaxing Islamorada, which offers 150 places to stay with pools. During your visit, you can explore sights such as Bud n' Mary's Dive Center and Islamorada County Park, and then take it easy poolside at one of the accommodation options in Islamorada that guests like for their pools.
What are some accommodation options with pools in Islamorada?
Chesapeake Beach Resort: Features a private beach, 2 outdoor swimming pools and daily. Fisher Inn Resort & Marina: Offers a private beach, a pool and daily. Drop Anchor: Provides free self parking, an outdoor pool and complimentary bicycles. Bayside Villas by Islander Resort: Features 3 restaurants, an outdoor pool and free self parking.
How many pool hotels will I be able to find in Islamorada?
Expedia's 150 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Make a point to visit attractions such as Islamorada County Park and MoradaWay Arts & Cultural District. Discover sights such as Bud n' Mary's Dive Center, Founders Park and Robbie's of Islamorada during your stay. Islamorada appeals to visitors with its beautiful ocean views and top seafood restaurants.
When is the best time to book a hotel with a pool in Islamorada?
Taking the local weather in Islamorada into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

Explore a world of travel with Expedia