Hotels with Pool & Resorts in Islamorada from NZ$214

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Best Islamorada Hotels with Pool

The Caribbean Resort
Exterior
The Caribbean Resort
3.5 star property
9.8 out of 10, Exceptional, (139)
"Very well taken care of "
The Caribbean Resort
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
Property grounds
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
9.6 out of 10, Exceptional, (163)
"Great location provides to diving north and south. Unit was clean & well cared for. Owners were responsive and helpful!"
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
Casa Morada
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (367)
"This place is the best!"
The price is NZ$641
includes taxes & fees
1 Oct - 2 Oct
Casa Morada
Angler's Reef Resort by KeysCaribbean
Outdoor pool
Angler's Reef Resort by KeysCaribbean
3.5 star property
9.4 out of 10, Exceptional, (13)
"The pool and the beach are incredible. Great place to stay. Great family vacation spot. "
Angler's Reef Resort by KeysCaribbean
Large Screened Porch, Professional Cleaning, Wifi
On the beach
Large Screened Porch, Professional Cleaning, Wifi
9.4 out of 10, Exceptional, (93)
"We very much enjoyed the condo. We had a beautiful view from our balcony which was very relaxing. The condo and grounds were very well kept. The kitchen was well stocked and the owner provided everything we needed. Jeanette responded immediately to our inquiry. We met some very lovely people during our stay and we are happy we chose the Seagull for our vacation."
Large Screened Porch, Professional Cleaning, Wifi
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (974)
"Place was under heavy construction, when booking stay know one mentioned the whole resort is under reconstruction. Besides the construction the location was beautiful setting "
Pines & Palms Resort
Islander Resort
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Everything was great the only reason it’s not all 5 stars is the loud construction."
The price is NZ$367
includes taxes & fees
29 Sept - 30 Sept
Islander Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
5.0 star property
9.0 out of 10, Wonderful, (1007)
"We love Cheeca Lodge and visit frequently. Great for kids too!"
The price is NZ$375
includes taxes & fees
23 Sept - 24 Sept
Cheeca Lodge & Spa
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (353)
"Wonderful easy to stay resort, just perfect! "
The price is NZ$433
includes taxes & fees
23 Sept - 24 Sept
Islander Bayside Villas and Boatslips
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1385)
"Loved our Villa at Chesapeake Beach Resort! We just had to open our door and there was the ocean! Many activities at the resort. Pool and pool area was clean. The included breakfast every morning was great! We will be back!"
The price is NZ$341
includes taxes & fees
23 Sept - 24 Sept
Chesapeake Beach Resort
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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.

Frequently asked questions

What's it like visiting Islamorada?
If spending time by the pool is your idea of the perfect getaway, you might want to think about relaxing Islamorada, which offers 33 places to stay with pools. During your visit, you can explore sights such as Everglades National Park and Bud n’ Mary’s Dive Center, and then take it easy poolside at one of the accommodation options in Islamorada that guests like for their pools.
What are some accommodation options with pools in Islamorada?
Chesapeake Beach Resort: Features a private beach, 2 outdoor swimming pools and sunloungers. Drop Anchor: Offers free self parking, an outdoor pool and complimentary bicycles. Fisher Inn Resort & Marina: Provides a private beach, a pool and daily. Sands of Islamorada: Features complimentary wireless Internet access, a pool and flat-screen televisions. Islander Bayside Villas and Boatslips: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
How many pool hotels will I be able to find in Islamorada?
Expedia’s 33 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Explore places such as 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 the local weather in Islamorada into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.