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

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Check availability on Islamorada Pet-Friendly Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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, (1,156 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 ₹17,820
₹27,008 total
includes taxes & fees
15 Nov - 16 Nov
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, (1,812 reviews)
"Great place"
United States
Phelicia
The price is ₹13,488
₹20,525 total
includes taxes & fees
3 Nov - 4 Nov
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, (1,327 reviews)
"Pool side bar On the ocean Very clean and friendly"
United States
Ronald
The price is ₹15,039
₹23,881 total
includes taxes & fees
15 Nov - 16 Nov
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
9.2 out of 10, Wonderful, (303 reviews)
"Great place to stay!"
United States
Liosbel
The price is ₹22,752
₹32,553 total
includes taxes & fees
3 Nov - 4 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

5. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
The price is ₹14,184
₹19,063 total
includes taxes & fees
29 Oct - 30 Oct
Fisher Inn Resort & Marina
A bedroom with a large bed, a view of the ocean, a ceiling fan, and framed artwork on the wall.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is ₹14,703
₹23,497 total
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

7. 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 ₹19,622
₹29,030 total
includes taxes & fees
3 Nov - 4 Nov
Bayside Villas by Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

8. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is ₹12,270
₹16,908 total
includes taxes & fees
29 Oct - 30 Oct
Hadley Resort and Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.

9. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
The price is ₹12,030
₹16,865 total
includes taxes & fees
29 Oct - 30 Oct
Drop Anchor
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

10. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is ₹18,263
₹21,830 total
includes taxes & fees
16 Nov - 17 Nov
Sands of Islamorada
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

Islander Resort

Islander Resort

10/10 Excellent
"Quiet and beautiful"
Mark 4-night trip
Posted 4 hours ago
Islander Resort

Frequently asked questions

What's the best dog-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people travelling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Two other good options for you and your pet include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Amara Cay Resort.
How many hotels that welcome pets are there in Islamorada?
Frolic with your furry friend at one of Expedia's 142 dog-friendly Islamorada hotels or accommodation options.
What's the best time of year to travel to Islamorada with my pet?
When you're travelling 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 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.
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 theatres. 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.