Islamorada Hotel with Pool

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Check availability on Islamorada Hotel with Pool

Top Islamorada Hotel with Pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1210)
"Excellent "
The price is HK$2,328
HK$3,136 total
includes taxes & fees
28 Jan - 29 Jan
Amara Cay Resort

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Best 5 star resort in Florida keys, from the rooms, pools, beach area and staff. The staff at the hotel were so friendly, helpful and generous. A kind member of staff gave us an extra 25 cent for the laundry after helping to explain how it works. The rooms had modern facilities but the beautiful layout was classical beach house designed to make you feel completely relaxed. The pools were all heated/temperature controlled, so even if it was slight cold outside you can still enjoy a swim. Out of...
The price is HK$2,236
HK$3,006 total
includes taxes & fees
23 Jan - 24 Jan
Islander Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"I understood that the place was pet friendly. However, nowhere in the booking process was I made aware that I would have to pay $50.00 per dog per night for the stay. Cost an extra $200.00 upon arrival. Somewhere in the process this was not made clear in any way that I saw. "
The price is HK$2,155
HK$2,941 total
includes taxes & fees
26 Jan - 27 Jan
La Siesta Resort & Villas

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1025)
"High-end resort with beautiful facilities but the restaurant wasn’t to the same standard. I thought the food was expensive and came out cold. The side order of mushrooms came out on a stone cold skillet, you could hold the skillet with your hand. The special that night I order was the seabass and risotto which was lukewarm. The restaurant wasn’t that busy so not sure how they let my food get cold. On a better note the king suit was amazing, so spacious and bathroom huge. The checkin staff were...
The price is HK$2,328
HK$3,144 total
includes taxes & fees
23 Jan - 24 Jan
Cheeca Lodge & Spa

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water."
The price is HK$1,486
HK$1,944 total
includes taxes & fees
23 Jan - 24 Jan
Drop Anchor

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

3.5 star property
8.0 out of 10, Very good, (1008)
"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 HK$3,036
HK$3,933 total
includes taxes & fees
29 Jan - 30 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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 HK$1,237
HK$1,996 total
includes taxes & fees
29 Jan - 30 Jan
Pines & Palms Resort

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1001)
"We had such a great experience! Nice room with a great view, friendly staff, dog friendly. The bikes, kayaks and paddle boards were a nice touch too!"
The price is HK$1,627
HK$2,085 total
includes taxes & fees
26 Jan - 27 Jan
Fisher Inn Resort & Marina

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 HK$2,410
HK$3,201 total
includes taxes & fees
2 Feb - 3 Feb
Islander Bayside Villas and Boatslips

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (699)
"The property itself is amazing. The room was very clean and comfortable. The staff and property manager are incredible - super friendly, helpful and accommodating. We’d definitely stay again!"
The price is HK$1,471
HK$1,654 total
includes taxes & fees
23 Jan - 24 Jan
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 spending time by the pool is your idea of the perfect getaway, you might want to think about relaxing Islamorada, which offers 22 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 sunloungers. Drop Anchor: Offers free self parking, an outdoor pool and complimentary bicycles. Fisher Inn Resort & Marina: Provides a private beach, a pool and daily. Sands of Islamorada: Features free self parking, a pool and complimentary wireless Internet access. Islander Bayside Villas and Boatslips: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
How many pool hotels will I be able to find in Islamorada?
Expedia’s 22 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.