Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Top Islamorada Hotels with a Pool

Exterior detail
Rock Reef Resort
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1049)
"Had a wonderful stay. The staff was great!"
United States
Angel
$80 nightly
The price is $91
Oct 26 - Oct 27
Total with taxes and fees
Rock Reef Resort
Exterior
Lime Tree Bay Resort
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1086)
"Friendly staff clean and updated room "
United States
Ryan
$137 nightly
The price is $155
Nov 9 - Nov 10
Total with taxes and fees
Lime Tree Bay Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.6 out of 10, Good, (1002)
"Clean room, nice bed, quiet"
United States
Carmen
$127 nightly
The price is $143
Oct 26 - Oct 27
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Drop Anchor
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
Canada
Dianna
$149 nightly
The price is $163
Oct 26 - Oct 27
Total with taxes and fees
Drop Anchor
Outdoor pool
Treasure Harbor
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. "
United States
JoAnn
$224 nightly
The price is $252
Oct 28 - Oct 29
Total with taxes and fees
Treasure Harbor
3 bars/lounges, poolside bar
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1265)
"Great hotel with a perfect location and friendly staff."
United States
Amir
$187 nightly
The price is $211
Oct 27 - Oct 28
Total with taxes and fees
Amara Cay Resort
Exterior
Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults Only
2.5 star property
9.8 out of 10, Exceptional, (270)
"Property was very clean including beach, pool, and grounds."
United States
Drew
$154 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
Property grounds
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1252)
"This resort was amazing!"
United States
Paul
$199 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
Cheeca Lodge & Spa
Terrace/patio
Bayside Inn Key Largo
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1590)
"Wonderful resort ! "
United States
Amir
$139 nightly
The price is $153
Nov 19 - Nov 20
Total with taxes and fees
Bayside Inn Key Largo
Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | View from room
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
United States
Ronnie
$116 nightly
The price is $131
Oct 27 - Oct 28
Total with taxes and fees
La Jolla 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
"Everyone was so nice and helpful at this resort!!! I had such an amazing time and would definitely recommend to any family & friends!!!"
Alisha 1-night trip
Posted 5 days 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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