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Our top choices for Islamorada hotels with a pool

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,207 reviews)
"Very nice place, good for a relaxing weekend "
United States
harm
The price is Rp3.253.708
Rp4.424.479 total
includes taxes & fees
12 Apr - 13 Apr
Lime Tree Bay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,675 reviews)
"Awesome beachfront clean rooms walk to restaurants"
United States
Patrick
The price is Rp4.177.929
Rp5.655.189 total
includes taxes & fees
14 Apr - 15 Apr
Chesapeake Beach Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,111 reviews)
"Good location."
United States
Sue
The price is Rp3.346.758
Rp3.765.102 total
includes taxes & fees
26 Apr - 27 Apr
Rock Reef Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (147 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is Rp3.499.578
Rp6.324.839 total
includes taxes & fees
12 Apr - 13 Apr
Treasure Harbor

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,262 reviews)
"Yes the pool was fabulous. The Ocean view was quite good for a room that was not ocean front."
United States
Joseph
The price is Rp5.146.213
Rp7.031.237 total
includes taxes & fees
14 Apr - 15 Apr
Amara Cay Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,006 reviews)
"The unit was very outdated. We found men's underwear under one of the beds along with other stuff. There are very few supplies. Not even salt and pepper! No mixing bowls if you do want to make something. The dryer didn't work. We reported it the first day there, and nothing happened. They said we'll fix ASAP. FIVE DAYS LATER, it still wasn't working. Best thing was it had a nice view off the tiny balcony. Would NOT recommend or plan on going back."
United States
Jack
The price is Rp3.178.656
Rp3.881.628 total
includes taxes & fees
29 Mar - 30 Mar
Ocean Pointe Suites at Key Largo

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,002 reviews)
"Great location! Super cute every room is close to the water. Would stay here again for sure."
United States
Jill
The price is Rp4.590.576
Rp5.758.698 total
includes taxes & fees
29 Mar - 30 Mar
Drop Anchor

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (237 reviews)
"Place is great "
United States
Joel
The price is Rp3.679.141
Rp4.139.034 total
includes taxes & fees
12 Apr - 13 Apr
Ragged Edge Resort & Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Clean room, great staff and location"
United States
Kevin
The price is Rp3.036.016
Rp3.969.575 total
includes taxes & fees
23 Apr - 24 Apr
Fisher Inn Resort & Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (643 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
The price is Rp3.174.581
Rp3.842.234 total
includes taxes & fees
29 Mar - 30 Mar
Breezy Palms 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.

Choose what matters most at hotels with a pool in Islamorada

Hotels with pools and free breakfast in Islamorada

Hotels with pools and hot tubs in Islamorada

4-star hotels with pools in Islamorada

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

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 152 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. 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 will I be able to find in Islamorada?
Expedia's 152 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.