A beach with white lounge chairs, a covered pavilion, and palm trees.

Find Pet-friendly Hotels in Islamorada, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Pet-friendly Hotels

Our top choices for Islamorada pet-friendly hotels

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

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 NT$7,627
NT$10,985 total
includes taxes & fees
Nov 29 - Nov 30
Islander Resort
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,827 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is NT$4,966
NT$7,436 total
includes taxes & fees
Nov 17 - Nov 18
Chesapeake Beach Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,332 reviews)
"Great location as well."
United States
Amir
The price is NT$5,526
NT$8,621 total
includes taxes & fees
Nov 18 - Nov 19
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (314 reviews)
"Great stay!"
United States
Stephen
The price is NT$6,812
NT$10,068 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A modern bathroom with two sinks, wooden vanity, and large mirrors.

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 NT$9,232
NT$12,790 total
includes taxes & fees
Dec 1 - Dec 2
Bayside Villas by Islander Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

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 NT$5,082
NT$8,122 total
includes taxes & fees
Nov 17 - Nov 18
La Siesta Resort & Villas
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,005 reviews)
"We enjoyed everything!"
United States
Susan
The price is NT$4,705
NT$6,402 total
includes taxes & fees
Nov 29 - Nov 30
Fisher Inn Resort & Marina
A beach with palm trees, a thatched-roof hut, and beach chairs.

8. 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 NT$4,157
NT$5,827 total
includes taxes & fees
Nov 24 - Nov 25
Drop Anchor
A balcony with a view of a beach, a pool, and a thatched-roof structure.

9. 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 NT$4,409
NT$6,070 total
includes taxes & fees
Nov 29 - Nov 30
Hadley Resort and Marina
A beach with lounge chairs and a pier extending into the water.

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, (1,199 reviews)
"This was an amazing resort. Highly recommend!"
United States
Ryan
The price is NT$8,653
NT$11,547 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.
View all properties

Top Islamorada Hotel Reviews

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"This is my second time staying here. It's a laid-back, extremely quiet place, so if you're looking for the party vibe, definitely not for you. The "beach" is really no more than a mangrove swamp, but that's typical of the Keys. For beaches, look elsewhere in Florida. The pool makes up for it, though. It is absolutely beautiful, with a waterfall and a chiller, so the water is always cool and refreshing even at the height of summer. And best of all: the pool is open 24 hours! This place is super safe; I left my sliding glass door unlocked the whole time I was here and had no problems. They offer a free, very basic "grab and go" breakfast in the lobby every morning (toast, muffins, cereal, yogurt, coffee and OJ). There is no restaurant or bar on the premises, but plenty of options nearby. The people who own and run this place are some of the nicest, most helpful people you will ever meet. A friend of mine who joined us midway through our stay had booked his room for the wrong date (totally his fault), and they helped him straighten everything out and got him a room at no extra charge!"
Ricardo 2-night trip
Posted 2 days ago
Coconut Cove Resort and Marina

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 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.
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.

Explore a world of travel with Expedia