Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Compare Islamorada Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1189)
"Pretty property and attentive nice staff. "
The price is AED 724
AED 1,059 total
includes taxes & fees
10 Jun - 11 Jun
Amara Cay Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Beautiful landscaping,clean resort & wonderful staff."
The price is AED 1,055
AED 1,418 total
includes taxes & fees
27 May - 28 May
Islander Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"Very nice place for family vacation "
The price is AED 741
AED 1,077 total
includes taxes & fees
14 May - 15 May
La Siesta Resort & Villas
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1071)
"Great place to stay!! "
The price is AED 897
AED 1,256 total
includes taxes & fees
10 Jun - 11 Jun
Cheeca Lodge & Spa
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

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 749
AED 972 total
includes taxes & fees
11 May - 12 May
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
9.0 out of 10, Wonderful, (20)
"We loved the beautiful setting and convenient to places. Ver yclean and the bed was the most comfortable. "
The price is AED 933
AED 1,294 total
includes taxes & fees
1 Jun - 2 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (989)
"Very cool place!"
The price is AED 657
AED 942 total
includes taxes & fees
11 May - 12 May
Pines & Palms Resort
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1003)
"Excellent views and easy location to get in and out."
The price is AED 493
AED 674 total
includes taxes & fees
11 May - 12 May
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, sun loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (362)
"A little pricey for the overall villa because ours could’ve been a little cleaner but overall it was ok because the beds were very comfortable!"
The price is AED 1,175
AED 1,554 total
includes taxes & fees
11 May - 12 May
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool, sun loungers

Coconut Cove Resort and Marina

2.5 star property
7.6 out of 10, Good, (774)
"The Front Desk was super helpful and sweet. Very nice stay and felt very welcoming . Good for the family or couples. Will come stay again!"
The price is AED 621
AED 698 total
includes taxes & fees
11 May - 12 May
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.
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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 22 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 22 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.