Find Hotels with a Pool in Islamorada, FL

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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, (136)
"Landscaped beautifully. Weber grills to barbecue. The rooms were decorated magnificently and the wrap around porch was terrific."
The Caribbean Resort
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (354)
"Good quiet location in Islamorada - just the job"
The price is ₩351,424
per night
Jun 4 - Jun 5
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (956)
"Beautiful place to get away with your family"
The price is ₩216,841
per night
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, (1001)
"My only drawback was the kids after midnight jumping off the fountain into the pool. It just seemed like there was less security. "
The price is ₩353,219
per night
May 29 - May 30
Islander Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Lovely experience. A place we will come back to visit. "
The price is ₩407,770
per night
May 29 - May 30
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, (1000)
"Great location with friendly staff. Hot water was nonexistent for our three day visit. Lock on sliding balcony door would not lock. Would stay here again in spite of these conditions."
The price is ₩178,519
per night
May 30 - May 31
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 ₩391,678
per night
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, (1331)
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
The price is ₩317,897
per night
Jun 16 - Jun 17
Chesapeake Beach Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1233)
"Small but very comfortable resort in Islamorada. Great resort activities available and communicative, helpful staff. The wait staff at the restaurant were fantastic. Well priced resort experiences such as snorkeling and professional photography! Shout out to Captain Ken, his wife, and Javier the photographer! "
The price is ₩415,794
per night
Jun 13 - Jun 14
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Like the bracelets. Convenient way to get in and out of the room. Hassle free ordering food, checking in & out. Wish there were more indoor activities though, it was quite gloomy when we stayed so nothing much to do when in the hotel. But I love the peace & quiet. Very nice hotel. Overall, we loved our room, the staff and the hotel. "
The price is ₩498,479
per night
Jun 3 - Jun 4
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.

Islamorada Hotels with a Pool information

 

Hotels with a Pool in Islamorada

31

Highest price
₩498,479
Cheapest price
₩178,519
Number of guest reviews
9,210
Total number of hotels in Islamorada
2,153

 

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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5/5 Excellent
Perfect location
"Lovely experience. A place we will come back to visit. "
A verified traveler stayed at Cheeca Lodge & Spa
Posted 2 days ago
Cheeca Lodge & Spa