Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Islamorada Hotels with a Pool

Rock Reef Resort
Exterior detail

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1031)
"Good location. We would stay here again "
Rock Reef Resort
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1214)
"Beautiful and relaxing hotel!!"
The price is ￥12,581
￥24,244 total
includes taxes & fees
Oct 8 - Oct 9
Cheeca Lodge & Spa
Chesapeake Beach Resort
Outdoor spa tub

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1540)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is ￥17,770
￥28,401 total
includes taxes & fees
Sep 29 - Sep 30
Chesapeake Beach Resort
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (192)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
Creekside Inn
Fishing

Creekside Inn

2.5 star property
8.0 out of 10, Very Good, (1012)
"Always a great stay"
The price is ￥15,756
￥17,725 total
includes taxes & fees
Sep 29 - Sep 30
Creekside Inn
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1577)
"Great stay "
The price is ￥16,294
￥22,068 total
includes taxes & fees
Sep 29 - Sep 30
Bayside Inn Key Largo
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1094)
"So close to the ocean was amazing. "
Lime Tree Bay Resort
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1001)
"Great place to stay!"
The price is ￥12,562
￥18,872 total
includes taxes & fees
Oct 6 - Oct 7
Dove Creek Resort & Marina, Trademark Collection by Wyndham
La Jolla Resort
Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | View from room

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1007)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
La Jolla Resort
Sunset Inn
Outdoor pool, free cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1009)
"Great place to stay!"
The price is ￥11,575
￥14,703 total
includes taxes & fees
Sep 29 - Sep 30
Sunset Inn
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.
View all properties

Top Islamorada Hotel Reviews

Drop Anchor

Drop Anchor

10/10 Excellent
"It was a perfect little cottage and peace and quiet. Lots of Palm trees and perfect boat launch"
Greg 2-night trip
Posted 3 days ago
Drop Anchor

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Explore a world of travel with Expedia

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 107 places to stay with pools. During your trip, you can explore sights such as Bud n' Mary's Dive Center and Islamorada County Park, 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. Bayside Villas by Islander Resort: Provides 3 restaurants, an outdoor pool, and free self parking. 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 should I expect to find in Islamorada?
Expedia's 107 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Spend some time experiencing the great outdoors at Islamorada County Park and Anne's Beach. Discover sights such as Bud n' Mary's Dive Center, Fiesta Key, and Everglades National Park 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 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.