Search Hotels with Pool in Islamorada

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Check availability on Islamorada Hotels with Pool

Our top choices for Islamorada hotels with a pool

Exterior

Key Largo Inn

Key Largo Inn
3.0 star property
Key Largo
6.6 out of 10, (1,000 reviews)
"Great staff"
United States
Shaughn
Key Largo Inn
Outdoor pool

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (129 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, (1,095 reviews)
"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."
United States
Harry
Rock Reef Resort
Outdoor pool, pool loungers

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the room Cleanliness was excellent Beach is very good Great location also"
United States
Francis J
La Jolla Resort
Private beach, white sand, sun-loungers, beach towels

Bay Harbor Lodge

Bay Harbor Lodge
3.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (667 reviews)
"Clean, quiet "
United States
Thomas
The price is ฿8,596
฿9,671 total
includes taxes & fees
23 Feb - 24 Feb
Bay Harbor Lodge
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, (1,001 reviews)
"Nice place. Excellent location. "
United States
Carmen
The price is ฿7,764
฿9,724 total
includes taxes & fees
24 Feb - 25 Feb
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Fishing

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,000 reviews)
"Room was clean, spacious with a wonderful canal view. "
Canada
Richard
The price is ฿5,553
฿6,247 total
includes taxes & fees
12 Feb - 13 Feb
Creekside Inn
Exterior

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,660 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is ฿7,658
฿9,397 total
includes taxes & fees
3 Mar - 4 Mar
Bayside Inn Key Largo
Outdoor pool

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
8.8 out of 10, Excellent, (16 reviews)
"Great stay! Loved this property and staff. Clean and convenient. "
United States
Pamela
The price is ฿7,602
฿8,552 total
includes taxes & fees
3 Mar - 4 Mar
The Ocean View Inn & Pub
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
Sea view

Hotels with pools and free breakfast in Islamorada

Exterior
Key Largo Inn

Key Largo Inn

Key Largo Inn
3.0 star property
Key Largo
6.6 out of 10, (1000)
Key Largo Inn
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Hotels with pools and ocean views in Islamorada

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

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1676)
The price is ฿10,661
฿13,751 total
includes taxes & fees
12 Feb - 13 Feb
Chesapeake Beach Resort
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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Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Great room facing ocean..sweet sitting area out front"
David 4-night trip
Posted 23 hours ago
Islander Resort

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 136 places to stay with pools. During your visit, you can explore sights such as Everglades National Park and Florida Keys Brewing Co., 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 136 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Explore places such as 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 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.