Hotels with Swimming Pool in Islamorada, Florida

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Check availability on Islamorada Hotels with Swimming Pool

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Top Islamorada Hotels with Swimming Pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1219)
"Wonderful staff, great
pool
, the grounds always neat and clean. The room was to die for. Beautiful views"
Stephen
The price is P10,106
P15,112 total
includes taxes & fees
Jul 6 - Jul 7
Amara Cay Resort

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1001)
"The resort is beautiful and the rooms are beautiful. The resort staff was lovely. The food at both restaurants was better than you would expect at a resort restaurant. Our son loved the pools. We had a little trouble with the a/c in our room but the staff quickly responded. Overall, we loved our trip here and would definitely return. "
Andrea
The price is P11,022
P16,205 total
includes taxes & fees
Jul 6 - Jul 7
Islander Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"excellent location for exploring islamorada large property great
pool
"
Kurt
The price is P10,952
P16,063 total
includes taxes & fees
Jul 22 - Jul 23
La Siesta Resort & Villas

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1112)
"We had a great time here. Great for the kids to swim, run around and also be beach side and play in a sand box. Live music in the evenings was a big hit and the food was excellent on site at every restaurant. Downsides- I thought the
pool
area could use an upgrade (lounge chairs and things are old and could be so much more beautiful) and when trying to coordinate kids activities and sitters, they were not helpful at all and the people at the kid area were young and not very good at customer...
Ryan
The price is P9,521
P14,514 total
includes taxes & fees
Jul 14 - Jul 15
Cheeca Lodge & Spa

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"This hotel is a real gem. Location is ideal, right on the water with a
pool
and very comfortable spots to take in the breathtaking views of the ocean. You truly feel like you are off the grid at this very tranquil spot. The staff is extremely kind, and they even let you borrow kayaks to explore. "
Maria Fernanda
The price is P7,231
P10,108 total
includes taxes & fees
Jul 6 - Jul 7
Drop Anchor

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

3.5 star property
9.0 out of 10, Wonderful, (46)
"Best resort in Islamorada! Great views, private beach, gorgeous property, lots to do on site! It's worth mentioning that you could always get a chair in the
pool
area or on the beach, huge plus for me!"
Tracy
The price is P15,755
P21,464 total
includes taxes & fees
Jul 7 - Jul 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"The privacy was nice, cottage was beautiful, property was very private, and
pool
was very nicely heated."
Kody
Pines & Palms Resort

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1000)
"Great location in the Middle Keys and close to all of the cool hang-outs! Also very clean, has a nice
pool
and my room had the best balcony view ever!!!"
M
The price is P6,422
P9,064 total
includes taxes & fees
Jul 23 - Jul 24
Fisher Inn Resort & Marina

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (368)
"Did not know part of the awesome islander resort. Can sleep 5 easily. Great condition. Nice bayside
pool
. "
Jay
The price is P14,377
P19,979 total
includes taxes & fees
Jul 6 - Jul 7
Islander Bayside Villas and Boatslips

Coconut Cove Resort and Marina

2.5 star property
7.6 out of 10, Good, (797)
"Very friendly staff.beutiful
pool
.will come back again"
Silvia
The price is P10,648
P11,979 total
includes taxes & fees
Jul 6 - Jul 7
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.

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 17 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 daily. Fisher Inn Resort & Marina: Offers a private beach, a pool, and daily. Islander Bayside Villas and Boatslips: Provides free self parking, an outdoor pool, and complimentary wireless internet access. 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 17 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.