Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Tonight
Nov 23 - Nov 24
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Nov 24 - Nov 25
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Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Islamorada Hotels with a Pool

Outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Gilbert's Resort

Gilbert's Resort

2.0 star property
Key Largo
8.6 out of 10, Excellent, (1001)
"Had a great stay here. It was quiet when we were here, not much going onz. That had some renovation going on…it was nice to see them keeping up with things. Rooms are right on the water "
United States
Gary
$243 nightly
The price is $274
Nov 30 - Dec 1
Total with taxes and fees
Gilbert's Resort
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

2.0 star property
Marathon
8.4 out of 10, Very Good, (1006)
"I found this was a very nice place to stay. Free kayaks, nice pool, helpful staff."
Australia
Peter
$129 nightly
The price is $145
Nov 27 - Nov 28
Total with taxes and fees
Coconut Cay Resort & Marina
Outdoor pool
Bonefish Bay Motel

Bonefish Bay Motel

2.5 star property
Marathon
9.2 out of 10, Wonderful, (476)
"Amazing hotel"
United States
cindy
$116 nightly
The price is $131
Dec 3 - Dec 4
Total with taxes and fees
Bonefish Bay Motel
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Drop Anchor

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1004)
"Beautiful property and the staff was amazing."
United States
John
$185 nightly
The price is $204
Nov 25 - Nov 26
Total with taxes and fees
Drop Anchor
Fishing
Creekside Inn

Creekside Inn

2.5 star property
Tavernier
8.0 out of 10, Very Good, (1006)
"Awesome staff. Awesòme place!!!"
United States
David
$125 nightly
The price is $141
Dec 1 - Dec 2
Total with taxes and fees
Creekside Inn
Beach nearby, white sand, sun loungers, beach umbrellas
Casa Morada

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (411)
"Really great stay, super romantic "
United States
Alexander
$456 nightly
The price is $513
Dec 1 - Dec 2
Total with taxes and fees
Casa Morada
Property grounds
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1276)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
$298 nightly
The price is $336
Dec 1 - Dec 2
Total with taxes and fees
Cheeca Lodge & Spa
Exterior
Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only

2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (287)
"The Kona Kai Resort was perfect for us. We especially appreciated the small resort with quiet spaces to relax, read and admire the view. "
United States
Bastianella
$248 nightly
The price is $279
Nov 25 - Nov 26
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
2 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1014)
"The room and amenities were great and it was quiet.. just what we needed"
United States
Sandra
$304 nightly
The price is $342
Dec 4 - Dec 5
Total with taxes and fees
Islander Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
Key Largo
7.6 out of 10, Good, (1002)
"clean room nice balcony view nice staff nice breakfast"
United States
Manuel
$129 nightly
The price is $145
Dec 4 - Dec 5
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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

Islander Resort

Islander Resort

10/10 Excellent
"Loved everything. Can’t wait to come back. "
Donald 2-night trip
Posted 1 day ago
Islander 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 94 places to stay with pools. During your trip, you can explore sights such as Everglades National Park and Florida Keys Brewing Co., 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. Bayside Villas by Islander Resort: Offers 3 restaurants, an outdoor pool, and free self parking. Fisher Inn Resort & Marina: Provides a private beach, a pool, and daily. 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 94 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.

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