Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Islamorada Hotels with a Pool

Amara Cay Resort
3 bars/lounges, poolside bar

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1243)
"Amazing stay"
The price is SAR 619
SAR 946 total
includes taxes & fees
13 Aug - 14 Aug
Amara Cay Resort
Islander Resort
2 outdoor pools, cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1017)
"Beautiful location loved the rooms and restaurants were excellent "
The price is SAR 780
SAR 1,131 total
includes taxes & fees
11 Aug - 12 Aug
Islander Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"Pool and bar area very nice and fun for our family "
The price is SAR 644
SAR 974 total
includes taxes & fees
27 Jul - 28 Jul
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1141)
"We absolutely loved our stay at cheeca, will not be our last!"
The price is SAR 787
SAR 1,139 total
includes taxes & fees
24 Aug - 25 Aug
Cheeca Lodge & Spa
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back."
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
9.0 out of 10, Wonderful, (48)
"This place is a gem. It was beautiful and quiet. "
The price is SAR 568
SAR 888 total
includes taxes & fees
19 Aug - 20 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1011)
"For the price, it is great to spend a weekend and enjoy the Islamorada sandbar."
The price is SAR 452
SAR 631 total
includes taxes & fees
12 Aug - 13 Aug
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, sun loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (374)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is SAR 900
SAR 1,266 total
includes taxes & fees
10 Aug - 11 Aug
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, (804)
"So much to do at this property, really cool Florida vibe. I would stay again."
The price is SAR 611
SAR 687 total
includes taxes & fees
17 Aug - 18 Aug
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.

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Loved everything "
Simone 1-night trip
Posted 2 days ago
Islander Resort

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 Bud n' Mary's Dive Center and Islamorada County Park, 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?
Spend some time experiencing the great outdoors at Islamorada County Park and Founders Park. Discover sights such as Bud n' Mary's Dive Center, Anne's Beach, and Fiesta Key during your stay. 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.