Islamorada Hotels with Swimming Pool

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Top Islamorada Hotels with Swimming Pools

The Caribbean Resort
Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (134)
"What a wonderful resort in paradise. We stayed in the Bird of Paradise and it was perfect. Look out the window at the Atlantic Ocean. Would definitely come back again. 5 stars. "
The Caribbean Resort
Casa Morada
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (345)
"Very friendly staff,Very quiet neighborhood , if you are looking for a getaway for few days to chill eat and drink, this is the place, sunset is spectacular and you must like cats, they ll hang out with you if they like you lol. now on this is our place to stay in the keys. Thank you "
The price is RM 1,480
per night
17 May - 18 May
Casa Morada
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (954)
"Beautiful place to get away with your family"
The price is RM 1,141
per night
30 May - 31 May
Pines & Palms Resort
Islander Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1005)
"Accommodation was lovely. The grounds are nicely manicured. The only negative was lack of dining options. It would be a big improvement to the property. "
The price is RM 1,365
per night
2 Jun - 3 Jun
Islander Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Loved our stay here. There are so many amenities, and they will shuttle you around within 2 miles. Highly recommend this property, and would stay again. "
The price is RM 1,517
per night
2 Jun - 3 Jun
Cheeca Lodge & Spa
Drop Anchor
Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"The trailer I stayed in with my wife it needs a better a/c unit"
The price is RM 875
per night
6 May - 7 May
Drop Anchor
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is RM 1,365
per night
9 May - 10 May
Islander Bayside Villas and Boatslips
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1302)
"Amazing!"
The price is RM 950
per night
5 May - 6 May
Chesapeake Beach Resort
Amara Cay Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1245)
"I love the outdoor bar area. The staff is excellent. Especially Q ( That’s her name). The only downside is that the lighting in the room and bathroom is terrible. Simply not enough light. "
The price is RM 1,241
per night
14 May - 15 May
Amara Cay Resort
La Siesta Resort & Villas
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1002)
"The Property was in a good location the Transportation was very convenient with the Shuttle. The staff were okay but not very helpful with information regarding the amenities. Like there was breakfast but no plates of napkins. Missing many details. Over all nice mini vaca "
The price is RM 1,900
per night
16 May - 17 May
La Siesta Resort & Villas
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Islamorada Hotels with Swimming Pools information

 

Hotels with Swimming Pools in Islamorada

31

Highest price
RM1,900
Cheapest price
RM616
Number of guest reviews
9,192
Total number of hotels in Islamorada
2,114

 

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 56 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. Cheeca Lodge & Spa: Offers a private beach, 3 outdoor swimming pools and 3 restaurants. Islander Resort: Provides a private beach, 3 outdoor swimming pools and cabanas (surcharge). Drop Anchor: Features free self parking, an outdoor pool and complimentary bicycles. Hadley Resort and Marina: Offers daily, an outdoor pool and free self parking.
How many pool hotels will I be able to find in Islamorada?
Expedia’s 56 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.

Recent Reviews in Islamorada
Expedia verified reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5/5 Excellent
"Loved our stay here. There are so many amenities, and they will shuttle you around within 2 miles. Highly recommend this property, and would stay again. "
A verified traveller stayed at Cheeca Lodge & Spa
Posted 4 hours ago
Cheeca Lodge & Spa