Islamorada Hotel Guide - Hotels with Pool in Islamorada, Florida

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Hotels with Pool

Top Islamorada Hotels with Pool

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, (1002)
"clean room nice balcony view nice staff nice breakfast"
United States
Manuel
The price is €126
includes taxes & fees
4 Dec - 5 Dec
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior detail
Rock Reef Resort

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1063)
"Everything was perfect. Very clean great staff beautiful place to relax ."
United States
Miguel
The price is €102
includes taxes & fees
30 Nov - 1 Dec
Rock Reef Resort
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very good, (1009)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is €101
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & Marina
Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | View from room
La Jolla Resort

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great place to stay lovely staff Easy to find "
United Kingdom
diane
The price is €99
includes taxes & fees
18 Dec - 19 Dec
La Jolla Resort
Outdoor spa tub
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1582)
"Great breakfast very well kept grounds"
United States
James
The price is €185
includes taxes & fees
24 Nov - 25 Nov
Chesapeake Beach Resort
Outdoor pool
Treasure Harbor

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (111)
"The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back."
United States
Tracie
Treasure Harbor
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Drop Anchor

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is €112
includes taxes & fees
23 Nov - 24 Nov
Drop Anchor
Exterior
Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only

2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (286)
"The Kona Kai Resort was perfect for us. We especially appreciated the small resort with quiet spaces to relax, read and admire the view. "
United States
Bastianella
The price is €229
includes taxes & fees
23 Nov - 24 Nov
Kona Kai Resort and Gallery - Adults Only
Exterior
Breezy Palms Resort

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (572)
"Best hotel for the price"
United States
luzdari
The price is €125
includes taxes & fees
1 Dec - 2 Dec
Breezy Palms Resort
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (141)
"Quiet and relaxing. Great place"
United States
Edward
The price is €148
includes taxes & fees
23 Nov - 24 Nov
Coconut Cove Resort and Marina
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"This resort was beautiful, clean and fantastic. The staff was friendly and helpful. We had a wonderful day and will be back."
Jessica 3-night trip
Posted 1 day ago
Amara Cay Resort

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 94 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. Bayside Villas by Islander Resort: Offers 3 restaurants, an outdoor pool and free self parking. Fisher Inn Resort & Marina: Provides a private beach, a pool and daily. 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 94 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.