Find Islamorada Hotels with Swimming Pool

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Check availability on Islamorada Hotels with Swimming Pools

Top Hotels with Swimming Pools in Islamorada

Amara Cay Resort
Outdoor pool, pool umbrellas, pool loungers

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1215)
"We really enjoyed our stay at Amara Cay Resort. Wonderful staff, very helpful and knowledgeable. Gorgeous location on the Atlantic side of Islamorada. Beautiful pool area and tiki bar. "
The price is S$586
includes taxes & fees
25 Feb - 26 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, (1011)
"Great experience and a beautiful resort. Would go back again and again. "
The price is S$442
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, (1006)
"There were 3 people.Huge suite room, partial ocean view, quiet place and close to restaurants. Shuttle bus is a plus. Nice place to stay! We will definitely come back."
The price is S$490
includes taxes & fees
23 Feb - 24 Feb
La Siesta Resort & Villas
Cheeca Lodge & Spa
Property grounds

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1034)
"We had an amazing relaxing trip . It is beautiful and impeccably maintained. Anna at the front desk was so nice. Maureen the concierge was so helpful and sweet. Cassandra was our favorite waitress. We will definitely go back,"
The price is S$596
includes taxes & fees
23 Feb - 24 Feb
Cheeca Lodge & Spa
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1005)
"Wonderful ocean front spot! Clean, comfortable bed and linens, great balcony and view, friendly staff! Loved the paddle boards and heated pool. Grounds have hammocks, games and loungers on the beach. Incredible sunrise and sunset, good location and easy to access. Can’t wait to stay again! "
The price is S$484
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, (1008)
"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 S$830
includes taxes & fees
23 Feb - 24 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, (977)
"Staff was friendly"
The price is S$705
includes taxes & fees
18 Feb - 19 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, (1003)
"The staff is so friendly, and the free paddle boards and bikes were a huge bonus. We will stay here again!"
The price is S$422
includes taxes & fees
2 Mar - 3 Mar
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 S$623
includes taxes & fees
3 Mar - 4 Mar
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, (719)
"This place is a hidden gem, the property is so clean, kristi the manager is the best, wr got to use the property until our room was ready, we got there at noon, so that was very nice of her, best stay of all of our vacation "
The price is S$460
includes taxes & fees
24 Feb - 25 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.
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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 Windley Key Fossil Reef Geological State Park, 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. 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 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.