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

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, (1217)
"Nice property! Great tiki bar and pool with a great view of the water!"
The price is SAR 1,179
SAR 1,575 total
includes taxes & fees
6 Mar - 7 Mar
Amara Cay Resort
Islander Resort
2 outdoor pools, cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Amazing property beautiful rooms "
The price is SAR 1,412
SAR 1,824 total
includes taxes & fees
30 Mar - 31 Mar
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)
"Paradaise :)"
The price is SAR 1,122
SAR 1,512 total
includes taxes & fees
5 Mar - 6 Mar
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1039)
"Food options and quality were average at best and over priced. The grounds, facilities, and amenities were excellent. Just disappointed with the food."
The price is SAR 1,872
SAR 2,359 total
includes taxes & fees
1 Apr - 2 Apr
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, (1002)
"We stayed in the single wide retro trailer. Definitely added a unique experience. Old trailer in much need of updates but the views, property, and staff make up for what the trailer lacks. "
The price is SAR 1,604
SAR 1,936 total
includes taxes & fees
10 Mar - 11 Mar
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, (1008)
"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 SAR 1,722
SAR 2,186 total
includes taxes & fees
4 Mar - 5 Mar
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 SAR 1,196
SAR 1,637 total
includes taxes & fees
4 Mar - 5 Mar
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, (1005)
"Liked the property was by the water Overlooked a lot with partial water view. Windows had no screens so discouraged from opening the window for fresh air. "
The price is SAR 891
SAR 1,125 total
includes taxes & fees
4 Mar - 5 Mar
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, (359)
"It was ok I suppose. Not really worth the money. "
The price is SAR 1,482
SAR 1,903 total
includes taxes & fees
4 Mar - 5 Mar
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, (729)
"The views were beautiful and the staff were so nice . We stayed for 5 amazing days . It was conveniently located not far from anywhere we wanted to go or do . The hotel is older , the rooms a bit dated but was very clean . Will definitely go back . "
The price is SAR 746
SAR 840 total
includes taxes & fees
4 Mar - 5 Mar
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.