Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Check prices for these dates

Tonight
Jul 13 - Jul 14
Tomorrow
Jul 14 - Jul 15
Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

Top Islamorada Hotels with a Pool

Amara Cay Resort
Relax by the ocean at our beachfront bar, surrounded by palm trees and lounge chairs.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1236)
"Amazing stay"
$224 nightly
The price is $253
Aug 11 - Aug 12
Total includes taxes and fees
Amara Cay Resort
Islander Resort
Relax by the clear pool surrounded by lounge chairs and sunbeds, amidst lush greenery and palm trees.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1016)
"We’ll stay again awesome Resort!!"
$268 nightly
The price is $302
Aug 4 - Aug 5
Total includes taxes and fees
Islander Resort
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1002)
"Pool and bar area very nice and fun for our family "
$228 nightly
The price is $257
Jul 27 - Jul 28
Total includes taxes and fees
La Siesta Resort & Villas
Cheeca Lodge & Spa
Relax by the serene pool surrounded by lush palm trees and a natural waterfall.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1136)
"Great place "
$233 nightly
The price is $263
Aug 13 - Aug 14
Total includes taxes and fees
Cheeca Lodge & Spa
Drop Anchor
Relax in a semi-circular seating area overlooking the beach, surrounded by palm trees and a thatched umbrella.

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1005)
"The property was a throw back to old motels, charming…"
$148 nightly
The price is $163
Jul 16 - Jul 17
Total includes taxes and fees
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

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

3.5 star property
9.0 out of 10, Wonderful, (47)
"This place is a gem. It was beautiful and quiet. "
$330 nightly
The price is $371
Aug 11 - Aug 12
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Relax by the serene pool surrounded by palm trees and ocean views.

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great quiet spot!"
$218 nightly
The price is $245
Jul 16 - Jul 17
Total includes taxes and fees
Pines & Palms Resort
Fisher Inn Resort & Marina
Relax by the pool or on the beach, with lounge chairs and a dock leading into the ocean.

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1008)
"Great little hotel close to everything "
$143 nightly
The price is $161
Jul 23 - Jul 24
Total includes taxes and fees
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Relax by the serene pool surrounded by palm trees and lounge chairs.

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (369)
"Excellent property. Clean, convenient and quiet."
$290 nightly
The price is $327
Jul 15 - Jul 16
Total includes taxes and fees
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Exterior

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (802)
"Great place to stay! It’s quiet and on the ocean. Every thing is clean and the service from staff was great. Not much going on while we were there at the resort but lots to do around Islormada. If you’re looking for a quiet place along the ocean and a pool this is it (no beach access). We stayed two nights and enjoyed the time with Coconut Cove. "
$159 nightly
The price is $179
Aug 12 - Aug 13
Total includes taxes and fees
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.

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 17 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 daily. Fisher Inn Resort & Marina: Offers a private beach, a pool, and daily. Islander Bayside Villas and Boatslips: Provides 3 restaurants, an outdoor pool, and free self parking. Drop Anchor: Features free self parking, an outdoor pool, and complimentary bicycles. Sands of Islamorada: Offers free self parking, a pool, and complimentary wireless internet access.
How many pool hotels should I expect to find in Islamorada?
Expedia's 17 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.