Find Hotels with a Pool in Islamorada, FL

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Check availability on Islamorada Hotels with a Pool

Compare Islamorada Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Amara Cay Resort
Outdoor pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1214)
"There were a lot of amenities "
The price is SAR 1,207
SAR 1,607 total
includes taxes & fees
12 Feb - 13 Feb
Amara Cay Resort
Islander Resort
Pool

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beautiful property and very accommodating. "
The price is SAR 1,280
SAR 1,676 total
includes taxes & fees
5 Feb - 6 Feb
Islander Resort
La Siesta Resort & Villas
Outdoor pool

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"It’s very relaxing with tropical feel. It feels like a private quiet island. Noel at the tiki bar was great. "
The price is SAR 1,122
SAR 1,512 total
includes taxes & fees
3 Feb - 4 Feb
La Siesta Resort & Villas
Cheeca Lodge & Spa
Pool

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1030)
"The resort was beautiful, clean, and well managed. We had a beautiful room with stylish furniture. Fun things to do at the resort (fish, swim, pitch and putt golf), within walking distance to other fun restaurants and stores. "
The price is SAR 1,121
SAR 1,515 total
includes taxes & fees
2 Feb - 3 Feb
Cheeca Lodge & Spa
Drop Anchor
Pool

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Small hotel, nice and quiet staff was great"
The price is SAR 1,005
SAR 1,261 total
includes taxes & fees
20 Feb - 21 Feb
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
8.0 out of 10, Very Good, (1009)
"Was great for a resort. Onsite restaurants have great food and amazing views. Contstant piped in music (all throughout the resort— on the beaches, the pools, the walkways, etc) was a downside but they might be par for the course on a resort. Biggest downside was that there is no hot tub on the premises. This might change as some of the resort is still under construction. Biggest upside is the amazing views and the wonderful staff. Everyone was not only polite, but helpful, and friendly. "
The price is SAR 1,208
SAR 1,608 total
includes taxes & fees
2 Feb - 3 Feb
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Outdoor pool

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (974)
"Place was under heavy construction, when booking stay know one mentioned the whole resort is under reconstruction. Besides the construction the location was beautiful setting "
The price is SAR 1,121
SAR 1,553 total
includes taxes & fees
12 Feb - 13 Feb
Pines & Palms Resort
Fisher Inn Resort & Marina
Pool

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1002)
"The location and amenities were perfect. "
The price is SAR 905
SAR 1,141 total
includes taxes & fees
5 Feb - 6 Feb
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Pool

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (358)
"We booked here because of the full kitchen plus living areas; the kitchen was pretty sparse regarding cookware/appliances, but the front desk bent over backwards to get us the missing items we requested. One of the selling points was access to their resort property, just up the street. However, that property was almost deserted due to a lot of construction work. The resort pool was closed (the Bayside Villas pool was open). Overall this was a pleasant stay for us."
The price is SAR 1,486
SAR 1,908 total
includes taxes & fees
2 Feb - 3 Feb
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (709)
"The room was nice and clean with a shared balcony. Nice grounds and pool. Staff friendly. "
The price is SAR 859
SAR 966 total
includes taxes & fees
3 Feb - 4 Feb
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.
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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 21 places to stay with pools. During your trip, you can explore sights such as Everglades National Park and Florida Keys Brewing Co., 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 sun loungers. Drop Anchor: Offers free self parking, an outdoor pool, and complimentary bicycles. Fisher Inn Resort & Marina: Provides a private beach, a pool, and daily. Islander Bayside Villas and Boatslips: Features free self parking, an outdoor pool, and complimentary wireless internet access. 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 21 hotels in Islamorada give you a great choice for your poolside getaway.
What is there to see and do in Islamorada?
Explore places like 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 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.