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

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Check availability on Islamorada Pet-friendly Hotels

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Our top choices for Islamorada pet-friendly hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,807 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is NT$4,959
NT$7,426 total
includes taxes & fees
Nov 11 - Nov 12
Chesapeake Beach Resort

2. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is NT$4,127
NT$5,569 total
includes taxes & fees
Nov 18 - Nov 19
La Jolla Resort

3. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (467 reviews)
"Very helpful staff and great location"
United States
David
The price is NT$6,028
NT$7,151 total
includes taxes & fees
Nov 16 - Nov 17
Casa Morada

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,508 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is NT$5,952
NT$9,098 total
includes taxes & fees
Nov 19 - Nov 20
Cheeca Lodge & Spa

5. 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, (308 reviews)
"Great place to stay!"
United States
Liosbel
The price is NT$6,824
NT$10,086 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

6. 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$8,405
NT$11,856 total
includes taxes & fees
Nov 8 - Nov 9
Bayside Villas by Islander Resort

7. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,002 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is NT$4,417
NT$6,044 total
includes taxes & fees
Nov 29 - Nov 30
Hadley Resort and Marina

8. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (368 reviews)
"We had a great stay. Nice, cosy, and clean. Very quiet, which we loved. Great views from the dock. We will be back!"
Canada
Daniel
The price is NT$6,176
NT$7,871 total
includes taxes & fees
Nov 10 - Nov 11
Kona Kai Resort and Gallery - Adults Only

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (277 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is NT$4,402
NT$4,952 total
includes taxes & fees
Nov 18 - Nov 19
Ragged Edge Resort & Marina

10. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,577 reviews)
"We truly enjoyed our stay at Lime Tree Bay. The room was nice and clean and I loved being able to relax in the chairs/hammocks close to the water."
United States
Jessica
The price is NT$4,067
NT$6,052 total
includes taxes & fees
Nov 17 - Nov 18
Lime Tree Bay Resort

11. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (834 reviews)
"Excellent Stay!"
United States
Annette
The price is NT$4,909
NT$6,263 total
includes taxes & fees
Dec 1 - Dec 2
Atlantic Bay Resort

12. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (34 reviews)
"Very friendly staff"
United States
Maria
The price is NT$6,136
NT$6,903 total
includes taxes & fees
Nov 16 - Nov 17
The Ocean View Inn & Pub

13. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (264 reviews)
"This may be my favorite place I've stayed in the Keys! So quaint and the location and breakfast were amazing. We kayaked to the mangroves, ate at the wonderful restaurant across the street (Ballyhoos), and thoroughly enjoyed the beach area"
United States
Brittany
The price is NT$4,019
NT$4,984 total
includes taxes & fees
Nov 15 - Nov 16
Seafarer Key Largo

14. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,204 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is NT$2,965
NT$3,335 total
includes taxes & fees
Nov 15 - Nov 16
Rock Reef Resort

15. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is NT$6,297
NT$8,900 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort

16. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,000 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is NT$3,989
NT$4,488 total
includes taxes & fees
Nov 29 - Nov 30
Sunset Cove Beach Resort

17. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (780 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is NT$2,269
NT$4,255 total
includes taxes & fees
Nov 11 - Nov 12
Breezy Palms Resort

18. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (181 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is NT$3,527
NT$8,600 total
includes taxes & fees
Nov 8 - Nov 9
Treasure Harbor

19. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent location"
United States
kelly
The price is NT$3,434
NT$4,233 total
includes taxes & fees
Nov 9 - Nov 10
Drift Hotel

20. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (305 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is NT$5,566
NT$6,262 total
includes taxes & fees
Nov 15 - Nov 16
Coconut Cove Resort and Marina
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.

Top Islamorada Hotel Reviews

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.

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