Find Hotels with a Pool in Islamorada, FL

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Top Islamorada Hotels with a Pool

Rock Reef Resort
Exterior detail

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1035)
"Beautiful pool and beach areas "
$80 nightly
The price is $91
Oct 14 - Oct 15
Total with taxes and fees
Rock Reef 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, (1006)
"Great place to stay!"
$117 nightly
The price is $131
Oct 28 - Oct 29
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Chesapeake Beach Resort
Outdoor spa tub

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1540)
"Wonderful property, breakfast was awesome "
$190 nightly
The price is $214
Oct 27 - Oct 28
Total with taxes and fees
Chesapeake Beach Resort
Treasure Harbor
Outdoor pool

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (108)
"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "
$224 nightly
The price is $252
Oct 15 - Oct 16
Total with taxes and fees
Treasure Harbor
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1585)
"The staff was so nice and I loved the little beach/ pool area!"
$125 nightly
The price is $138
Oct 16 - Oct 17
Total with taxes and fees
Bayside Inn Key Largo
Sunset Inn
Outdoor pool, free cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Great place to stay!"
$113 nightly
The price is $127
Oct 27 - Oct 28
Total with taxes and fees
Sunset Inn
Amara Cay Resort
3 bars/lounges, poolside bar

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1254)
"Great hotel with a perfect location and friendly staff."
$186 nightly
The price is $210
Oct 19 - Oct 20
Total with taxes and fees
Amara Cay Resort
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1224)
"Beautiful and relaxing hotel!!"
$179 nightly
The price is $201
Oct 15 - Oct 16
Total with taxes and fees
Cheeca Lodge & Spa
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1077)
"So close to the ocean was amazing. "
$156 nightly
The price is $176
Oct 16 - Oct 17
Total with taxes and fees
Lime Tree Bay Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (545)
"Spacious rooms and location was great for what we needed. "
$133 nightly
The price is $148
Oct 15 - Oct 16
Total with taxes and fees
Breezy Palms Resort
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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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Check in person was very friendly and included a glass of champagne! Beautiful resort location!"
Melissa R 1-night trip
Posted 12 hours ago
Chesapeake Beach Resort

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.

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