Islamorada Hotel with Pool

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Top Islamorada Hotel with Pool

Amara Cay Resort
Outdoor pool, pool umbrellas, pool loungers

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1209)
"Friendly staff, great surrounding and convenient location."
The price is HK$3,444
HK$4,391 total
includes taxes & fees
24 Dec - 25 Dec
Amara Cay Resort
Islander Resort
Premium bedding, in-room safe, blackout curtains, free WiFi

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"The space is currently ongoing construction but don’t let that stop you from staying. Beautiful location and friendly staff from the initial security guard interaction onward. Would love to come back when the construction is complete "
The price is HK$2,109
HK$2,862 total
includes taxes & fees
20 Jan - 21 Jan 2025
Islander Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1000)
"Great resort!!"
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent vacation resort"
The price is HK$2,023
HK$2,801 total
includes taxes & fees
8 Jan - 9 Jan 2025
Cheeca Lodge & Spa
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"Amazing place! Beautiful area with great amenities. Only thing was really stiff beds. But if you like very firm mattresses…it’s a 5 star. That aside …we will definitely be back!! "
The price is HK$993
HK$1,389 total
includes taxes & fees
23 Dec - 24 Dec
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, pool loungers

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.0 star property
8.0 out of 10, Very good, (1008)
"Excellent and amazing property. I love this resort. Will be back"
The price is HK$3,017
HK$3,910 total
includes taxes & fees
5 Jan - 6 Jan 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Poolside bar

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 "
The price is HK$4,658
HK$5,634 total
includes taxes & fees
26 Dec - 27 Dec
Pines & Palms Resort
Fisher Inn Resort & Marina
Outdoor pool, a heated pool, open 7:00 AM to 7:00 PM, pool umbrellas

Fisher Inn Resort & Marina

3.5 star property
7.6 out of 10, Good, (1004)
"Great location in the Middle Keys and close to all of the cool hang-outs! Also very clean, has a nice pool and my room had the best balcony view ever!!!"
The price is HK$1,580
HK$2,031 total
includes taxes & fees
8 Jan - 9 Jan 2025
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (357)
"Wonderful easy to stay resort, just perfect! "
The price is HK$2,212
HK$2,978 total
includes taxes & fees
20 Jan - 21 Jan 2025
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool, pool loungers

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (684)
"I like it"
The price is HK$1,159
HK$1,303 total
includes taxes & fees
23 Dec - 24 Dec
Coconut Cove Resort and Marina
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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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 21 places to stay with pools. During your visit, you can explore sights such as Everglades National Park and Florida Keys Brewing Co., 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 free self parking, a pool and complimentary wireless Internet access.
How many pool hotels will I be able to find in Islamorada?
Expedia’s 21 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.