Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Top Islamorada Hotels with a Pool

Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1501)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is ₩170,624
₩270,269 total
includes taxes & fees
Aug 21 - Aug 22
Chesapeake Beach Resort
Rock Reef Resort
Sundeck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Great facility...laid back."
The price is ₩125,336
₩141,004 total
includes taxes & fees
Aug 21 - Aug 22
Rock Reef Resort
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
"We’ve been coming here for years and for good reason! Beautiful property, friendly staff and excellent amenities!"
The price is ₩221,373
₩343,023 total
includes taxes & fees
Aug 21 - Aug 22
Cheeca Lodge & Spa
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1090)
"Great place, beautiful apartment! "
The price is ₩181,512
₩266,859 total
includes taxes & fees
Sep 3 - Sep 4
Lime Tree Bay Resort
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1002)
"Loved staying in this hotel"
The price is ₩128,995
₩189,268 total
includes taxes & fees
Aug 27 - Aug 28
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Kona Kai Resort and Gallery - Adults Only
Exterior

Kona Kai Resort and Gallery - Adults Only

2.5 star property
9.8 out of 10, Exceptional, (251)
"I truly enjoyed this resort. Extremely friendly staff, beautiful room and the view on the water is grwat"
The price is ₩193,348
₩256,560 total
includes taxes & fees
Aug 21 - Aug 22
Kona Kai Resort and Gallery - Adults Only
La Jolla Resort
Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | View from room

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"I love staying here! Old Florida charm and convenient to great restaurants!"
The price is ₩108,722
₩161,477 total
includes taxes & fees
Sep 3 - Sep 4
La Jolla Resort
Ocean Pointe Suites at Key Largo
Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers

Ocean Pointe Suites at Key Largo

3.5 star property
8.2 out of 10, Very Good, (1011)
"Excellent stay for families and groups. "
The price is ₩180,091
₩227,664 total
includes taxes & fees
Aug 27 - Aug 28
Ocean Pointe Suites at Key Largo
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is ₩107,902
₩193,555 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort
Coconut Cove Resort and Marina
Exterior

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (814)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again "
The price is ₩161,644
₩181,849 total
includes taxes & fees
Aug 21 - Aug 22
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

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

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

10/10 Excellent
"From the moment we checked in w"
Alexander 1-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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 21 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. Sands of Islamorada: Features free self parking, a pool, and complimentary wireless internet access. Drop Anchor: Offers free self parking, an outdoor pool, and complimentary bicycles.
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?
Spend some time experiencing the great outdoors at Islamorada County Park and Anne's Beach. Discover sights such as Bud n' Mary's Dive Center, Fiesta Key, and Everglades National Park 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.