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

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Check availability on Islamorada Pet-friendly Hotels

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, (1,819 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is NT$5,276
NT$7,784 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Beach Resort

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,164 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$5,889
NT$9,028 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,513 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
The price is NT$5,958
NT$9,106 total
includes taxes & fees
Nov 16 - Nov 17
Cheeca Lodge & Spa

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 NT$6,809
NT$10,063 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. 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$4,407
NT$6,030 total
includes taxes & fees
Nov 29 - Nov 30
Hadley Resort and Marina

6. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (280 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is NT$4,026
NT$4,529 total
includes taxes & fees
Nov 18 - Nov 19
Ragged Edge Resort & Marina

7. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (561 reviews)
"Beautiful place hidden in Tavenier Great staff and the best sunset in the keys"
United States
ED
The price is NT$9,139
NT$11,575 total
includes taxes & fees
Nov 16 - Nov 17
Coconut Palm Inn

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,598 reviews)
"Great place and great location!"
United States
Donald
The price is NT$4,070
NT$6,058 total
includes taxes & fees
Nov 16 - Nov 17
Lime Tree Bay Resort

9. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (269 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$2,918
NT$3,745 total
includes taxes & fees
Nov 16 - Nov 17
Seafarer Key Largo

10. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (35 reviews)
"Very friendly staff"
United States
Maria
The price is NT$6,122
NT$6,888 total
includes taxes & fees
Nov 16 - Nov 17
The Ocean View Inn & Pub

11. 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$3,845
NT$4,326 total
includes taxes & fees
Nov 17 - Nov 18
Sunset Cove Beach Resort

12. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (184 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$4,070
NT$9,200 total
includes taxes & fees
Nov 16 - Nov 17
Treasure Harbor

13. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is NT$3,861
NT$6,047 total
includes taxes & fees
Dec 13 - Dec 14
Breezy Palms Resort

14. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (308 reviews)
"Beautiful and quiet place, we will definitely be back in the future!"
United States
Tiffany
The price is NT$5,554
NT$6,248 total
includes taxes & fees
Nov 15 - Nov 16
Coconut Cove Resort and Marina

15. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is NT$3,018
NT$3,396 total
includes taxes & fees
Nov 29 - Nov 30
The Pelican Key Largo Cottages

16. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,002 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is NT$8,643
NT$11,535 total
includes taxes & fees
Nov 29 - Nov 30
Playa Largo Resort & Spa, Autograph Collection

17. Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (206 reviews)
"This is our best kept secret! We love it here! We have stayed multiple times and will be back!!"
United States
Patricia
The price is NT$11,502
NT$12,939 total
includes taxes & fees
Nov 14 - Nov 15
Bahia Bay Resort

18. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,329 reviews)
"Great location as well."
United States
Amir
The price is NT$5,523
NT$8,617 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort

19. 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 NT$6,310
NT$7,542 total
includes taxes & fees
Nov 16 - Nov 17
Sands of Islamorada

20. 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$5,080
NT$8,118 total
includes taxes & fees
Nov 15 - Nov 16
La Siesta Resort & Villas
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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