Find hotels with pools in Islamorada, FL from $128

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Pick from 31 Islamorada Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (135)
"The grounds were beautiful and well kept. the staff was friendly and helpful. Everything needed for a wonderful stay was included. It is a beautiful resort and The only improvement I would recommend would be to get a larger screen TV."
The Caribbean Resort
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (351)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is $300
$414 total
includes taxes & fees
Jun 2 - Jun 3
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is $143
$208 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1005)
"The property was amazing! We loved our stay. The only concern is that the pools need work. Lots of small tiles missing."
The price is $220
$303 total
includes taxes & fees
May 27 - May 28
Islander Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1010)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is $299
$398 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Drop Anchor is a great place. Oceanfront but peaceful and the grounds are well kept. We like to walk everywhere and that was a bit hard to do and to no fault of Drop Anchor - just wish there was more dining/bars closer than a car ride. We will be back to stay."
The price is $153
$207 total
includes taxes & fees
May 23 - May 24
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (336)
"I have never encountered a staff so helpful and pleasant Thank you"
The price is $258
$346 total
includes taxes & fees
Jun 10 - Jun 11
Islander Bayside Villas and Boatslips
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1332)
"."
The price is $229
$298 total
includes taxes & fees
May 29 - May 30
Chesapeake Beach Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1247)
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."
The price is $268
$357 total
includes taxes & fees
Jun 12 - Jun 13
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1001)
"Beautiful property with amazing ocean views great pool area"
The price is $337
$435 total
includes taxes & fees
May 27 - May 28
La Siesta Resort & Villas
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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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Islamorada Hotels with a Pool information

 

Hotels with a Pool in Islamorada

31

Highest price
$337
Cheapest price
$128
Number of guest reviews
9,203
Total number of hotels in Islamorada
2,122

 

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 57 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 sun loungers. Cheeca Lodge & Spa: Offers a private beach, 3 outdoor pools, and 3 restaurants. Islander Resort: Provides a private beach, 3 outdoor pools, and cabanas (surcharge). Drop Anchor: Features free self parking, an outdoor pool, and complimentary bicycles. Hadley Resort and Marina: Offers daily, an outdoor pool, and complimentary bicycles.
How many pool hotels should I expect to find in Islamorada?
Expedia’s 57 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.

Recent reviews of Islamorada hotels
Expedia verified reviews

Breezy Palms Resort

Breezy Palms Resort

5/5 Excellent
"It was more than expected. Room was clean and spacious and have everything in stock to cook in the kitchen. Very quiet resorts and Fisherman were super friendly highly recommend Captain Yampier Sanchez if you looking to go out sea fishing you will definitely come back with lots of fishes. Patricia and Mrs. Sally were super nice when purchasing things from the store and check out. I will definitely be coming back. Highly recommended. I am very picky with my places to stay but they made me feel like I was in paradise. Only one down fall that I wish there was someone to clean out the seaweeds from the beach side, which I couldn't enjoy much and had to go somewhere else to go into the beach. Overall, Great Resort!"
A verified traveler from Miami stayed at Breezy Palms Resort
Posted 1 day ago
Breezy Palms Resort