Hotels with Swimming Pools in Islamorada

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Islamorada Hotels with Swimming Pools

This weekend
Next weekend

Top Hotels with Swimming Pools in Islamorada

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1479)
"This was a great place to stay. "
The price is S$425
includes taxes & fees
23 Jul - 24 Jul
Chesapeake Beach Resort

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1091)
"Wonderful stay as always "
Lime Tree Bay Resort

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1005)
"To me this place is 5 stars. "
Rock Reef Resort

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1118)
"Great place "
The price is S$287
includes taxes & fees
7 Jul - 8 Jul
Cheeca Lodge & Spa

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1002)
"The motel, was affordable, clean, and safe."
The price is S$220
includes taxes & fees
1 Jul - 2 Jul
Sunset Inn

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1519)
"We had a wonderful stay here. The staff as friendly, the grounds were beautiful, and the room was clean! "
The price is S$205
includes taxes & fees
1 Jul - 2 Jul
Bayside Inn Key Largo

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is S$196
includes taxes & fees
7 Jul - 8 Jul
Breezy Palms Resort

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful waterfront hotel. Large rooms and great area. "
La Jolla Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"The property was a throw back to old motels, charming…"
The price is S$215
includes taxes & fees
1 Jul - 2 Jul
Drop Anchor

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1003)
"Great little hotel close to everything "
The price is S$205
includes taxes & fees
23 Jul - 24 Jul
Fisher Inn Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 17 places to stay with pools. During your visit, you can explore sights such as Everglades National Park and Bud n' Mary's Dive Center, 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. Islander Bayside Villas and Boatslips: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Drop Anchor: Features free self parking, an outdoor pool and complimentary bicycles. Sands of Islamorada: Offers free self parking, a pool and complimentary wireless Internet access.
How many pool hotels will I be able to find in Islamorada?
Expedia's 17 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Explore places such as Everglades National Park while you're in Islamorada. Enjoy a stroll along the shore at Anne's Beach and Sunset Drive Beach. 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.