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
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1190)
"Common areas are very nice and ability to use other facilities is a big plus. Some aspects of the rooms need updating and TLC. Cleaning services were poor as we returned to an open room door and room only half cleaned. No explanation from management. A bit disappointed given the high rate we paid. "
The price is NT$7,043
NT$10,081 total
includes taxes & fees
May 4 - May 5
Amara Cay Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Service was excellent, property beautiful , peaceful environment. Can not wait to retur. "
The price is NT$7,761
NT$10,775 total
includes taxes & fees
May 4 - May 5
Islander Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1002)
"We enjoyed our stay. The only thing they really need to work on is updating the pool lounge chairs, they need all new ones several are falling apart, saggy and uncomfortable. I was afraid I was going to fall through. The staff are all very nice. "
The price is NT$6,556
NT$9,532 total
includes taxes & fees
May 11 - May 12
La Siesta Resort & Villas
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1062)
"."
The price is NT$8,741
NT$12,027 total
includes taxes & fees
May 11 - May 12
Cheeca Lodge & Spa
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Really cute and quiet, rooms were clean and the premises are nice. It is not a beach location although is water front. "
The price is NT$7,550
NT$9,629 total
includes taxes & fees
Apr 17 - Apr 18
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
9.0 out of 10, Wonderful, (16)
"Our stay here was great for the most part! 2 hicupps; the room we were assigned, the shower door leaked all over the floor! However, when letting the fromt desk know, they upgradedus to a room right off the beach ground floor so we were very happy! "
The price is NT$8,797
NT$12,050 total
includes taxes & fees
May 12 - May 13
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (985)
"This is an amazing property! 5 star resort!"
The price is NT$10,999
NT$14,162 total
includes taxes & fees
Apr 17 - Apr 18
Pines & Palms Resort
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1001)
"We stayed for two days. Sunrises were amazing. A lot of things were in walking distance. We took the bikes from the resort all over town."
The price is NT$6,453
NT$8,318 total
includes taxes & fees
Apr 28 - Apr 29
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, sun loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (361)
"It was ok I suppose. Not really worth the money. "
The price is NT$10,356
NT$13,695 total
includes taxes & fees
Apr 27 - Apr 28
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool, sun loungers

Coconut Cove Resort and Marina

2.5 star property
7.6 out of 10, Good, (763)
"I really enjoyed my stay. Quiet and clean. Very affordable. Great owners and staff. Thank you for a great stay. Drew "
The price is NT$5,483
NT$6,168 total
includes taxes & fees
May 1 - May 2
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 Bud n’ Mary’s Dive Center, 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. Fisher Inn Resort & Marina: Offers a private beach, a pool, and daily. Drop Anchor: Provides free self parking, an outdoor pool, and complimentary bicycles. 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 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.