Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Compare Islamorada Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Amara Cay Resort
Outdoor pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1212)
"Amara Cay is beautiful. Everyone was polite and helpful. The beach and pool area were clean and relaxing. All rooms have a balcony except for room 209, which was our room and we paid for a balcony. No discount when that is what was advertised. Other than that it was wonderful."
The price is AED 1,237
AED 1,635 total
includes taxes & fees
24 Feb - 25 Feb
Amara Cay Resort
Islander Resort
Pool

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful resort and wonderful staff. Very happy we stayed here and wonderful suite. The views and activities were fabulous. Food was delicious and service was excellent. Best pool we had been in on the whole trip."
The price is AED 1,282
AED 1,674 total
includes taxes & fees
27 Feb - 28 Feb
Islander Resort
La Siesta Resort & Villas
Outdoor pool

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"Clean, quiet and spacious room. Great activities on the ocean. Amazing pool. "
The price is AED 1,099
AED 1,480 total
includes taxes & fees
24 Feb - 25 Feb
La Siesta Resort & Villas
Cheeca Lodge & Spa
Pool

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1035)
"The property had a great resort feel to it. Very clean, and the staff was great. Also, the no smoking rule was great - especially around the pool and beach area."
The price is AED 1,466
AED 1,897 total
includes taxes & fees
6 Mar - 7 Mar
Cheeca Lodge & Spa
Drop Anchor
Pool

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"It was very nice."
The price is AED 1,332
AED 1,627 total
includes taxes & fees
24 Feb - 25 Feb
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pool

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

3.5 star property
8.0 out of 10, Very Good, (1009)
"We did really enjoy this place. Room and property were clean. I was however frustrated and disappointed that the pool closes at 6pm. One of the things we enjoy most on vacation is swimming at night. 6pm? Way to expensive of a resort to not to be able to use the pool late in the evenings. This is nearly a deal breaker for our familly"
The price is AED 1,776
AED 2,242 total
includes taxes & fees
26 Feb - 27 Feb
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Pool

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (977)
"Staff was friendly"
The price is AED 1,172
AED 1,603 total
includes taxes & fees
3 Mar - 4 Mar
Pines & Palms Resort
Fisher Inn Resort & Marina
Pool

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1004)
"Close to the major highway "
The price is AED 856
AED 1,083 total
includes taxes & fees
2 Mar - 3 Mar
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Pool

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (358)
"We booked here because of the full kitchen plus living areas; the kitchen was pretty sparse regarding cookware/appliances, but the front desk bent over backwards to get us the missing items we requested. One of the selling points was access to their resort property, just up the street. However, that property was almost deserted due to a lot of construction work. The resort pool was closed (the Bayside Villas pool was open). Overall this was a pleasant stay for us."
The price is AED 1,315
AED 1,711 total
includes taxes & fees
23 Mar - 24 Mar
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (721)
"Great location and facilities along with very nice and helpful staff. "
The price is AED 988
AED 1,112 total
includes taxes & fees
26 Feb - 27 Feb
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 taking it easy 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 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. 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. Islander Bayside Villas and Boatslips: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
How many pool hotels should I expect 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 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.