Islamorada Hotel with Pool

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Check availability on Islamorada Hotel with Pool

Top Islamorada Hotel with Pool

Chesapeake Beach Resort
Outdoor spa tub

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1531)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is HK$905
HK$1,456 total
includes taxes & fees
24 Sept - 25 Sept
Chesapeake Beach Resort
Rock Reef Resort
Exterior detail

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1018)
"Good location. We would stay here again "
Rock Reef Resort
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1204)
"Great place to stay and the staff was great. "
The price is HK$701
HK$1,314 total
includes taxes & fees
1 Oct - 2 Oct
Cheeca Lodge & Spa
La Jolla Resort
View from room

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1006)
"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
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1004)
"Clean classic Keys hotel. "
The price is HK$670
HK$841 total
includes taxes & fees
21 Sept - 22 Sept
Sunset Inn
Creekside Inn Islamorada
Fishing

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1006)
"Always a great stay"
The price is HK$820
HK$922 total
includes taxes & fees
21 Sept - 22 Sept
Creekside Inn Islamorada
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (192)
"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
Ocean Pointe Suites at Key Largo
Outdoor pool, open 8:00 AM to 11:00 PM, pool loungers

Ocean Pointe Suites at Key Largo

3.5 star property
8.2 out of 10, Very good, (1009)
"Great place! Conveniently located if you would like to explore the Keys."
The price is HK$869
HK$1,118 total
includes taxes & fees
28 Sept - 29 Sept
Ocean Pointe Suites at Key Largo
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1569)
"Great stay "
The price is HK$848
HK$1,148 total
includes taxes & fees
24 Sept - 25 Sept
Bayside Inn Key Largo
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, (1007)
"Great place to stay!"
The price is HK$654
HK$983 total
includes taxes & fees
24 Sept - 25 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Honestly, we started with a pretty bad experience with some issues pertaining to our room. However, we mentioned it to Natalia at the concierge and she was SUPER accommodating! Needless to say that the issues were resolved immediately. Definitely recommend Cheeca Lodge & Spa to anyone looking for a relaxing get-away. "
Hanier 2-night trip
Posted 2 days ago
Cheeca Lodge & Spa

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.