Pet friendly Hotels in Islamorada, Florida

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Our top choices for Islamorada pet-friendly hotels

1. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,170 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is P11,412
P17,495 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,823 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is P10,224
P15,085 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Beach Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,331 reviews)
"Great location as well."
United States
Amir
The price is P10,704
P16,699 total
includes taxes & fees
Nov 16 - Nov 17
Amara Cay Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (313 reviews)
"Great stay!"
United States
Stephen
The price is P13,195
P19,502 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is P17,882
P24,774 total
includes taxes & fees
Dec 1 - Dec 2
Bayside Villas by Islander Resort

6. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Nice place, helpful staff, plenty of places to relax or just hang out."
United States
Mark
The price is P9,844
P15,732 total
includes taxes & fees
Nov 17 - Nov 18
La Siesta Resort & Villas

7. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is P8,540
P11,757 total
includes taxes & fees
Nov 29 - Nov 30
Hadley Resort and Marina

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,002 reviews)
"We enjoyed everything!"
United States
Susan
The price is P9,119
P12,410 total
includes taxes & fees
Nov 29 - Nov 30
Fisher Inn Resort & Marina

9. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"They were amazing! Amenities were great fun! Will definitely be back!"
United States
Valerie
The price is P8,052
P11,287 total
includes taxes & fees
Dec 1 - Dec 2
Drop Anchor

10. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,198 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is P16,762
P22,368 total
includes taxes & fees
Nov 29 - Nov 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.

Frequently Asked Questions

How many pet-friendly hotels will I find in Islamorada?

Enjoy traveling with your furry pal at one of Expedia's 142 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 Bud n' Mary's Dive Center and Robbie’s of Islamorada. While you're there, make sure you don't miss Anne's Beach and Fiesta Key.

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 free WiFi for its human guests. Two other good options to stay with your pet include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Amara Cay Resort.