Islamorada Hotel Guide - Hotels with Pool in Islamorada, Florida

  • 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 Pool

Tonight
6 Feb - 7 Feb
Tomorrow
7 Feb - 8 Feb
This weekend
7 Feb - 9 Feb
Next weekend
14 Feb - 16 Feb

Top Islamorada Hotels with Pool

Amara Cay Resort
Outdoor pool, pool umbrellas, pool loungers

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1212)
"Very nice, bathroom a bit outdated, great location "
The price is €436
includes taxes & fees
10 Feb - 11 Feb
Amara Cay Resort
Islander Resort
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Islander Resort is a great place to relax in Islamorada. It has several on site restaurants, a pool, a private beach, a fishing pier, and water sports options. I went in January and the weather was a bit chilly, but I would return in hotter weather to take full advantage of it. They were very accommodating to my service dog. Friendly and helpful staff."
The price is €317
includes taxes & fees
23 Feb - 24 Feb
Islander Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1004)
"The accommodations was very spacious with a kitchen sink, Microwave and a Refrigerator . Being able to take a was also a pleasant surprise. "
The price is €389
includes taxes & fees
10 Feb - 11 Feb
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1033)
"Elijah (at front desk) and Renee (server for 34 years) provided excellent service! Renee even remembered me from previous stays. Thank you both for making my stay memorable!"
The price is €388
includes taxes & fees
9 Feb - 10 Feb
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)
"Small hotel, nice and quiet staff was great"
The price is €348
includes taxes & fees
20 Feb - 21 Feb
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, pool loungers

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

3.5 star property
8.0 out of 10, Very good, (1009)
"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 €431
includes taxes & fees
10 Feb - 11 Feb
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, (976)
"Staff was friendly"
The price is €518
includes taxes & fees
9 Feb - 10 Feb
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, (1002)
"I like the place"
The price is €322
includes taxes & fees
12 Feb - 13 Feb
Fisher Inn Resort & Marina
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool 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 €450
includes taxes & fees
9 Feb - 10 Feb
Islander Bayside Villas and Boatslips
Coconut Cove Resort and Marina
Outdoor pool, pool loungers

Coconut Cove Resort and Marina

2.5 star property
7.4 out of 10, Good, (713)
"Very good 👍 "
The price is €269
includes taxes & fees
10 Feb - 11 Feb
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 spending time 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 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. Islander Bayside Villas and Boatslips: Features free self parking, an outdoor pool and complimentary wireless Internet access. Sands of Islamorada: Offers free self parking, a pool and complimentary wireless Internet access.
How many pool hotels will I be able 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 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.