Hotels with Pool in Islamorada, FL

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  4.  Florida
  5.  Islamorada
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Explore 178 Hotels with Pool in Islamorada from $164

Chesapeake Beach Resort
Chesapeake Beach Resort
Resort
Islamorada, FL, USA
0.5k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

8.0

Good

846 reviews

$536
Average price / night
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The Islands of Islamorada
The Islands of Islamorada
Hotel
Islamorada, FL, USA
0.8k from Islamorada center

Luxury, Accommodations, Pools, Parking, 4-star, Lodgings, Beach, Hot tubs, Places to stay

9.3

Superb

17 reviews

$795
Average price / night
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Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Balcony, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet

8.0

Good

1 reviews

$339
Average price / night
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Hadley Resort and Marina
Hadley Resort and Marina
Hotel
Islamorada, FL, USA
1.0k from Islamorada center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Beach, Places to stay, Family

7.1

Good

1125 reviews

$202
Average price / night
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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort
Islamorada, FL, USA
1.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

8.4

Very Good

26 reviews

$649
Average price / night
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Convenient Stay in Florida! Free Parking, Free Breakfast, Pool, Pets Allowed
Convenient Stay in Florida! Free Parking, Free Breakfast, Pool, Pets Allowed
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Internet

8.0

Good

2 reviews

$265
Average price / night
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La Jolla Resort
La Jolla Resort
Hotel
Islamorada, FL, USA
1.5k from Islamorada center

B&bs, Accommodations, Pools, Parking, Inns, Lodgings, Beach, Places to stay, Family

8.8

Fabulous

906 reviews

$270
Average price / night
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, No Smoking

3.0

Review score

2 reviews

$265
Average price / night
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Casa Morada
Casa Morada
Hotel
Islamorada, FL, USA
1.7k from Islamorada center

Luxury, Cheap, Accommodations, Pools, Parking, Pet-friendly, 5-star, Lodgings, Jacuzzis

9.1

Superb

90 reviews

$603
Average price / night
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Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking
Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, No Smoking

8.6

Fabulous

4 reviews

$265
Average price / night
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Sunset Inn
Sunset Inn
Hotel
Islamorada, Florida, USA
1.7k from Islamorada center

Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

1098 reviews

$164
Average price / night
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Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$339
Average price / night
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Islander Resort
Islander Resort
Resort
Islamorada, FL, USA
2.0k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

8.7

Fabulous

1451 reviews

$348
Average price / night
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Prime Location! Pet-Friendly Property, Free Parking, Free Breakfast
Prime Location! Pet-Friendly Property, Free Parking, Free Breakfast
Hotel
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, No Smoking

8.0

Good

2 reviews

$339
Average price / night
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The Ocean View Inn
The Ocean View Inn
Hotel
Islamorada, Florida, USA
2.2k from Islamorada center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family

8.5

Very Good

289 reviews

$246
Average price / night
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Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
Hotel
Islamorada, Florida, USA
2.3k from Islamorada center

B&bs, Accommodations, Pools, Parking, Inns, Lodgings, Places to stay, Family, Accessible hotels

7.8

Good

248 reviews

$220
Average price / night
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Cheeca Lodge & Spa
Cheeca Lodge & Spa
Resort
Islamorada, FL, USA
2.6k from Islamorada center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 5-star

8.7

Fabulous

977 reviews

$865
Average price / night
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Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Hotel
Islamorada, FL, USA
2.6k from Islamorada center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Beach, Places to stay, Family

7.7

Good

1006 reviews

$205
Average price / night
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Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Resort
Islamorada, FL, USA
2.7k from Islamorada center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay, Glamping

7.7

Good

341 reviews

$377
Average price / night
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Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
Resort
Islamorada, FL, USA
3.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

8.6

Fabulous

232 reviews

$345
Average price / night
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Pines & Palms Resort
Pines & Palms Resort
Resort
Islamorada, Florida, USA
4.7k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

9.0

Fabulous

762 reviews

$282
Average price / night
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Pro Tip for Travelers:
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Islamorada Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Islamorada may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 178 hotels with pools in Islamorada, with prices starting from around $164 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like Guest Services, Pool, and Accessibility alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.