Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Our top choices for Islamorada hotels with a pool

Outdoor pool

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (124 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor
Exterior detail

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,075 reviews)
"Would stay here again!"
United States
James
Rock Reef Resort
Aerial view

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1,004 reviews)
"Staff was courteous, room was clean & ready when we arrived. "
United States
Kathy
The price is ￥22,724
￥30,581 total
includes taxes & fees
Jan 29 - Jan 30
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,138 reviews)
"Beautiful resort on the beach and everything was perfect ."
United States
Vinatha
Lime Tree Bay Resort
Beach/ocean view

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,647 reviews)
"Great staff, clean room, nice breakfast and convenient location. Enjoyed our week."
United States
Warren
The price is ￥27,214
￥39,515 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort
Fishing

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,000 reviews)
"It is an awesome experience with wonderful views, the location is a big advantage for this hotel"
United States
Vamsi kalyan
The price is ￥26,735
￥30,076 total
includes taxes & fees
Jan 22 - Jan 23
Creekside Inn
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,004 reviews)
"Great"
United States
Kelly
The price is ￥24,864
￥33,508 total
includes taxes & fees
Jan 25 - Jan 26
Drop Anchor
Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,010 reviews)
"I love this place "
United States
Rosemary
The price is ￥25,463
￥31,493 total
includes taxes & fees
Jan 22 - Jan 23
Ocean Pointe Suites at Key Largo
Outdoor pool, sun loungers

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"This place is amazing "
United States
cindy
La Jolla Resort
Exterior

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,653 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is ￥31,163
￥39,014 total
includes taxes & fees
Feb 3 - Feb 4
Bayside Inn Key Largo
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.
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Choose what matters most at hotels with a pool in Islamorada

Breakfast included
Ocean view

Top Islamorada Hotel Reviews

Drop Anchor

Drop Anchor

10/10 Excellent
"The room walked right out to water. Staff came around to ask if we needed anything. It was amazing!"
Christy 3-night trip
Posted 2 days ago
Drop Anchor

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 136 places to stay with pools. During your trip, you can explore sights such as Everglades National Park and Florida Keys Brewing Co., 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. Drop Anchor: Provides free self parking, an outdoor pool, and complimentary bicycles. Bayside Villas by Islander Resort: Features 3 restaurants, an outdoor pool, and free self parking. 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 136 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.