Find Pet-friendly Hotels in Islamorada, FL

January 2025

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February 2025

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Compare Islamorada Pet-friendly Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beautiful property and excellent customer service."
The price is SAR 1,083
SAR 1,455 total
includes taxes & fees
16 Jan - 17 Jan
Islander Resort

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 SAR 1,614
SAR 2,065 total
includes taxes & fees
26 Jan - 27 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1213)
"The property was beautiful. Our favorite part was the fishing lesson we did with Patrick. He was a true gem. The hotel is also very close to really great restaurants. We will definitely be back. "
The price is SAR 1,123
SAR 1,513 total
includes taxes & fees
13 Jan - 14 Jan
Amara Cay Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1002)
"I understood that the place was pet friendly. However, nowhere in the booking process was I made aware that I would have to pay $50.00 per dog per night for the stay. Cost an extra $200.00 upon arrival. Somewhere in the process this was not made clear in any way that I saw. "
The price is SAR 1,018
SAR 1,394 total
includes taxes & fees
12 Jan - 13 Jan
La Siesta Resort & Villas

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1387)
"Awesome place to stay in islamorada. Quiet private beach for relaxation"
The price is SAR 897
SAR 1,197 total
includes taxes & fees
22 Jan - 23 Jan
Chesapeake Beach Resort

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1001)
"Nice place, have been coming for years. Could use some general tlc but standard for the keys. "
The price is SAR 709
SAR 921 total
includes taxes & fees
12 Jan - 13 Jan
Fisher Inn Resort & Marina

Sunset Inn

3.0 star property
9.2 out of 10, Wonderful, (1000)
"We loved our stay at Sunset Inn - the room was spacious, clean and we loved how easy it was to access the amazing heated pool!"
The price is SAR 597
SAR 714 total
includes taxes & fees
12 Jan - 13 Jan
Sunset Inn

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water."
The price is SAR 761
SAR 988 total
includes taxes & fees
14 Jan - 15 Jan
Drop Anchor

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (352)
"Great little hidden gem. Room was clean, tidy, ac and room amenities all worked flawlessly and easy. Would be happy to stay here again. "
The price is SAR 807
SAR 1,035 total
includes taxes & fees
11 Jan - 12 Jan
Sands of Islamorada

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1021)
"Check-in procedures are slow and although most were being offered sparkling wine, we were not. Additional, our room was not ready at the allotted check-in time. No explanation or retribution was offered. Skip the Asian restaurant upstairs. The sushi was horrible and the staff unfriendly and hurried. Despite the negative, the property is beautifully kept and the ambiance is wonderful. The spa was great! Both my husband and I thought highly of our massage therapists. Parking is easy if you...
The price is SAR 999
SAR 1,377 total
includes taxes & fees
29 Jan - 30 Jan
Cheeca Lodge & Spa
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 the best pet-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and pillowtop beds for its human guests. Two other good options to stay with your pet include La Siesta Resort & Villas and Amara Cay Resort.
How many pet-friendly hotels will I find in Islamorada?
Enjoy traveling with your furry pal at one of Expedia’s 24 Islamorada accommodations that accept pets.
What's the best time of year to travel to Islamorada with my pet?
When you’re traveling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. 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.
What is there to see and do with your pet in Islamorada?
Known for its seaside and beautiful sunsets, Islamorada has lots to offer visitors including its entertainment, opera, and theaters. See the local sights and visit top attractions like Everglades National Park. While you’re there, make sure you don’t miss Bud n’ Mary’s Dive Center and Founders Park.