Islamorada Hotels with Swimming Pool

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Check availability on Islamorada Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Islamorada Hotels with Swimming Pools

Rock Reef Resort
Exterior detail

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1029)
"Old place but amazing views, clean rooms, nice staff "
Rock Reef Resort
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1215)
"Beautiful and relaxing hotel!!"
The price is RM501
RM848 total
includes taxes & fees
8 Oct - 9 Oct
Cheeca Lodge & Spa
Chesapeake Beach Resort
Outdoor spa tub

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1531)
"Wonderful property, breakfast was awesome "
The price is RM556
RM862 total
includes taxes & fees
7 Oct - 8 Oct
Chesapeake Beach Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (543)
"Spacious rooms and location was great for what we needed. "
The price is RM324
RM582 total
includes taxes & fees
15 Oct - 16 Oct
Breezy Palms Resort
Drop Anchor
Water view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
The price is RM418
RM617 total
includes taxes & fees
7 Oct - 8 Oct
Drop Anchor
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (193)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
La Jolla Resort
View from room

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
La Jolla Resort
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1073)
"So close to the ocean was amazing. "
Lime Tree Bay Resort
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great place to stay!"
The price is RM436
RM538 total
includes taxes & fees
7 Oct - 8 Oct
Sunset Inn
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, (260)
"Property was very clean including beach, pool, and grounds."
Kona Kai Resort and Gallery - Adults Only
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.
View all properties

Top Islamorada Hotel Reviews

Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Campground feel. Staff was incredible. "
Mitchell 4-night trip
Posted 1 day ago
Pines & Palms Resort

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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 107 places to stay with pools. During your visit, you can explore sights such as Bud n' Mary's Dive Center and Islamorada County Park, 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 daily. Fisher Inn Resort & Marina: Offers a private beach, a pool and daily. Bayside Villas by Islander Resort: 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 will I be able to find in Islamorada?
Expedia's 107 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 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.