Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

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Top Islamorada Hotels with a Pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1201)
"Beautiful resort, relaxing, & friendly staff!"
The price is AED 701
AED 1,032 total
includes taxes & fees
8 Jun - 9 Jun
Amara Cay Resort

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful landscaping,clean resort & wonderful staff."
The price is AED 829
AED 1,180 total
includes taxes & fees
16 Jun - 17 Jun
Islander Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"Rooms are very comfortable and spacious. "
The price is AED 686
AED 1,015 total
includes taxes & fees
9 Jun - 10 Jun
La Siesta Resort & Villas

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1097)
"Great place to stay!! "
The price is AED 816
AED 1,166 total
includes taxes & fees
3 Jun - 4 Jun
Cheeca Lodge & Spa

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Always friendly and helpful staff. Private beach area is a major plus."
The price is AED 591
AED 793 total
includes taxes & fees
3 Jun - 4 Jun
Drop Anchor

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
9.4 out of 10, Exceptional, (28)
"We loved the beautiful setting and convenient to places. Ver yclean and the bed was the most comfortable. "
The price is AED 934
AED 1,294 total
includes taxes & fees
5 Jun - 6 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (993)
"Very cool place!"
The price is AED 657
AED 942 total
includes taxes & fees
3 Jun - 4 Jun
Pines & Palms Resort

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1003)
"Excellent views and easy location to get in and out."
The price is AED 426
AED 600 total
includes taxes & fees
11 Jun - 12 Jun
Fisher Inn Resort & Marina

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (363)
"Villa was great! My only suggestion would be to have some basic seasonings in the Kitchen (salt, pepper, etc) "
The price is AED 882
AED 1,240 total
includes taxes & fees
8 Jun - 9 Jun
Islander Bayside Villas and Boatslips

Coconut Cove Resort and Marina

2.5 star property
7.6 out of 10, Good, (784)
"Great place "
The price is AED 596
AED 670 total
includes taxes & fees
3 Jun - 4 Jun
Coconut Cove Resort and 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 taking it easy by the pool is your idea of the perfect getaway, you might want to think about relaxing Islamorada, which offers 18 places to stay with pools. During your trip, you can explore sights such as Everglades National Park and Bud n’ Mary’s Dive Center, and then relax and unwind poolside at one of the accommodations in Islamorada that guests like for their pools.
What are some accommodations with pools in Islamorada?
Chesapeake Beach Resort: Features a private beach, 2 outdoor 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. Sands of Islamorada: Features free self parking, a pool, and complimentary wireless internet access. Islander Bayside Villas and Boatslips: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
How many pool hotels should I expect to find in Islamorada?
Expedia’s 18 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Explore places like 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 into account the local weather in Islamorada is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.