Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Tonight
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
26 Sep - 28 Sep
Next weekend
3 Oct - 5 Oct

Top Islamorada Hotels with a Pool

Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1212)
"Beautiful and relaxing hotel!!"
The price is SAR 312
SAR 604 total
includes taxes & fees
25 Sep - 26 Sep
Cheeca Lodge & Spa
Rock Reef Resort
Exterior detail

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1025)
"Great waterfront and people."
Rock Reef Resort
Chesapeake Beach Resort
Outdoor spa tub

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1534)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is SAR 441
SAR 707 total
includes taxes & fees
25 Sep - 26 Sep
Chesapeake Beach Resort
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (192)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
Creekside Inn Islamorada
Fishing

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1008)
"Always a great stay"
The price is SAR 395
SAR 445 total
includes taxes & fees
24 Sep - 25 Sep
Creekside Inn Islamorada
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (540)
"Spacious rooms and location was great for what we needed. "
The price is SAR 288
SAR 519 total
includes taxes & fees
6 Oct - 7 Oct
Breezy Palms Resort
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1001)
"Great place to stay!"
The price is SAR 316
SAR 474 total
includes taxes & fees
29 Sep - 30 Sep
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1092)
"So close to the ocean was amazing. "
Lime Tree Bay Resort
Sunset Inn
Outdoor pool, free cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1009)
"Great place to stay!"
The price is SAR 334
SAR 418 total
includes taxes & fees
24 Sep - 25 Sep
Sunset Inn
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1575)
"Great stay "
The price is SAR 368
SAR 508 total
includes taxes & fees
24 Sep - 25 Sep
Bayside Inn Key Largo
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

Islander Resort

Islander Resort

10/10 Excellent
"Alot of fun things to do including kayaking, paddle board, vollyball,ping pong and bikes."
Kimberley 2-night trip
Posted 5 days ago
Islander Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Islamorada?
If taking it easy by the pool is your idea of the perfect getaway, you might want to think about relaxing Islamorada, which offers 107 places to stay with pools. During your trip, you can explore sights such as Bud n' Mary's Dive Center and Islamorada County Park, and then relax and unwind poolside at one of the accommodations in Islamorada that guests like for their pools.
What are some accommodations with pools in Islamorada?
Chesapeake Beach Resort: Features a private beach, 2 outdoor 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 should I expect to find in Islamorada?
Expedia's 107 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Spend some time experiencing the great outdoors at Islamorada County Park and Anne's Beach. Discover sights such as Bud n' Mary's Dive Center, Fiesta Key, and Everglades National Park during your stay. 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 into account the local weather in Islamorada is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.