Find Hotels with a Pool in Islamorada, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Islamorada Hotels with a Pool

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

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

Amara Cay Resort
Outdoor pool, pool umbrellas, sun loungers

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1211)
"Amara Cay is beautiful. Everyone was polite and helpful. The beach and pool area were clean and relaxing. All rooms have a balcony except for room 209, which was our room and we paid for a balcony. No discount when that is what was advertised. Other than that it was wonderful."
The price is NT$11,031
NT$14,584 total
includes taxes & fees
Feb 24 - Feb 25
Amara Cay Resort
Islander Resort
2 outdoor pools, cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful resort! Rooms are nice and spacious. Will definitely be coming back."
The price is NT$11,432
NT$14,925 total
includes taxes & fees
Feb 27 - Feb 28
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)
"Clean, quiet and spacious room. Great activities on the ocean. Amazing pool. "
The price is NT$9,803
NT$13,202 total
includes taxes & fees
Feb 24 - Feb 25
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1033)
"The property had a great resort feel to it. Very clean, and the staff was great. Also, the no smoking rule was great - especially around the pool and beach area."
The price is NT$11,105
NT$14,704 total
includes taxes & fees
Feb 23 - Feb 24
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, (1001)
"It was very nice."
The price is NT$11,881
NT$14,513 total
includes taxes & fees
Feb 23 - Feb 24
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
8.0 out of 10, Very Good, (1009)
"We did really enjoy this place. Room and property were clean. I was however frustrated and disappointed that the pool closes at 6pm. One of the things we enjoy most on vacation is swimming at night. 6pm? Way to expensive of a resort to not to be able to use the pool late in the evenings. This is nearly a deal breaker for our familly"
The price is NT$15,843
NT$19,998 total
includes taxes & fees
Feb 26 - Feb 27
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
Poolside bar

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (977)
"Staff was friendly"
The price is NT$10,449
NT$14,299 total
includes taxes & fees
Mar 3 - Mar 4
Pines & Palms Resort
Fisher Inn Resort & Marina
Outdoor pool, a heated pool, open 7:00 AM to 7:00 PM, pool umbrellas

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1004)
"Close to the major highway "
The price is NT$7,641
NT$9,666 total
includes taxes & fees
Mar 2 - Mar 3
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, (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 NT$11,728
NT$15,257 total
includes taxes & fees
Mar 23 - Mar 24
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool, sun loungers

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (721)
"Great location and facilities along with very nice and helpful staff. "
The price is NT$9,991
NT$11,240 total
includes taxes & fees
Feb 24 - Feb 25
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.
Don't see what you're looking for?
See all available properties in Islamorada

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. 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 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.