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
  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Hotels with Pool

This weekend
Next weekend

Our top choices for Islamorada hotels with a pool

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1082)
"Would stay here again!"
United States
James
Rock Reef Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (122)
"Great spot! Will be back someday hopefully. "
Canada
Diane
Treasure Harbor

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1129)
"Great sunsets, convenient restaurant next door, great staff."
United States
Kris
Lime Tree Bay Resort

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, (1003)
"Amazing hotel and staff! Highly recommend "
United States
Alisa
The price is €149
includes taxes & fees
25 Jan - 26 Jan
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1628)
"The entire resort was wonderful."
Canada
Mat
The price is €230
includes taxes & fees
28 Jan - 29 Jan
Chesapeake Beach Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1001)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Bay Harbor Lodge

Bay Harbor Lodge
3.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (662)
"Staff and Cleanliness - outstanding!"
United States
Jon
The price is €197
includes taxes & fees
8 Jan - 9 Jan
Bay Harbor Lodge

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1649)
"Location on the water and restaurant next door made our one night stay on the island fantastic!"
Canada
Csilla
The price is €177
includes taxes & fees
15 Jan - 16 Jan
Bayside Inn Key Largo

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1021)
"It is best..very nice place..very clean... beautiful place with ocean view"
United States
nazliya
The price is €190
includes taxes & fees
14 Jan - 15 Jan
Ocean Pointe Suites at Key Largo

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (215)
"Great staff, beautiful property."
United States
C Colin
Ragged Edge Resort & 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.

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 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. 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 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.