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

3 outdoor pools, open 7:30 AM to 6:00 PM, pool loungers

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,281 reviews)
  • cleanliness
    A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.
"Very nice pool and ocean views!"
United States
Paul
The price is Rp2.549.374
Rp3.656.850 total
includes taxes & fees
3 Jun - 4 Jun
Lime Tree Bay Resort
Private beach, beach towels, kayaking

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,135 reviews)
  • cleanliness
    Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views.
"the pool was impeccable"
United States
Michelle
The price is Rp3.118.847
Rp3.508.703 total
includes taxes & fees
28 May - 29 May
Rock Reef Resort
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,014 reviews)
  • cleanliness
    Dive into this Florida Keys paradise with two shimmering pools, beachside bars, and water adventures waiting for you.
"We enjoyed the pool and played some golf and relaxed."
United States
Linda
The price is Rp3.365.568
Rp4.969.472 total
includes taxes & fees
19 May - 20 May
Islander Resort
Property grounds

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,330 reviews)
  • cleanliness
    Tropical paradise swim experience awaits with three refreshing pools and poolside service.
"We took the bikes and went for a long ride, played tennis swam and drink by the pool."
United States
Theodora
The price is Rp3.488.271
Rp5.206.200 total
includes taxes & fees
21 May - 22 May
Cheeca Lodge & Spa
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,740 reviews)
  • cleanliness
    Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
"Outdoor pool was nice as was the ocean beach."
United States
Jerry
The price is Rp3.480.383
Rp4.901.437 total
includes taxes & fees
21 May - 22 May
Chesapeake Beach Resort
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
"The pool was clean & relaxing."
United States
Jamii
The price is Rp2.353.502
Rp3.215.909 total
includes taxes & fees
3 Jun - 4 Jun
Fisher Inn Resort & Marina
Outdoor pool, pool umbrellas, pool loungers

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,282 reviews)
  • cleanliness
    Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
"Pool, restaurant, roosters, all were perfect."
United States
Heather
The price is Rp3.537.790
Rp5.261.909 total
includes taxes & fees
25 May - 26 May
Amara Cay Resort
Outdoor pool

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Also has a beautiful pool and games for kids."
United States
Adeline
The price is Rp3.275.573
Rp6.133.864 total
includes taxes & fees
6 Jun - 7 Jun
Treasure Harbor
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (674 reviews)
  • cleanliness
    Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.
"Very relaxed property, nice warm pool, pleasant hosts, view out into the Atlantic (small marina, no beach to access), very spacious, comfortable room, screened deck overlooking the ocean, nice shower and ample parking."
United States
Steven
The price is Rp2.157.294
Rp2.706.478 total
includes taxes & fees
27 May - 28 May
Breezy Palms Resort
Outdoor pool, pool loungers

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,012 reviews)
  • cleanliness
    Sun-soaked private beach oasis with a sparkling pool for lounging and sipping tropical cocktails.
"The kids loved the included kayaking and the pool."
United States
Mohammed
The price is Rp3.301.149
Rp4.995.689 total
includes taxes & fees
27 May - 28 May
La Siesta Resort & Villas
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
Hot tub

Hotels with pools and free breakfast 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, (1740)
The price is Rp3.480.383
Rp4.901.437 total
includes taxes & fees
21 May - 22 May
Chesapeake Beach Resort
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4-star hotels with pools in Islamorada

Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1014)
The price is Rp3.365.568
Rp4.969.472 total
includes taxes & fees
19 May - 20 May
Islander 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

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"The property is beautiful. The pool is amazing. It's a walk in pool that gradually gets deeper to a tall rock formation with a waterfall cascading down with cool refreshing water. You can relax in the pool with a picturesque ocean view. The property is owner operated, so much love goes into the care of the property."
Laurie 1-night trip
Posted 5 hours ago
Coconut Cove Resort and Marina

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 Bud n' Mary's Dive Center, 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.