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

A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,801 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is AED 521
AED 793 total
includes taxes & fees
10 Nov - 11 Nov
Chesapeake Beach Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

2. 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 AED 852
AED 1,227 total
includes taxes & fees
4 Nov - 5 Nov
Islander Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

3. 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 AED 589
AED 766 total
includes taxes & fees
8 Nov - 9 Nov
La Jolla Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,487 reviews)
"Beautiful resort"
United States
Patricia
The price is AED 589
AED 931 total
includes taxes & fees
1 Nov - 2 Nov
Cheeca Lodge & Spa
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (304 reviews)
"Great place to stay!"
United States
Liosbel
The price is AED 761
AED 1,125 total
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

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 AED 842
AED 1,216 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.

7. 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 AED 526
AED 711 total
includes taxes & fees
15 Nov - 16 Nov
Hadley Resort and Marina
Terrace/patio

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,562 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
The price is AED 428
AED 646 total
includes taxes & fees
1 Nov - 2 Nov
Lime Tree Bay Resort
A beach with lounge chairs, palm trees, and a view of the water.

9. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (833 reviews)
"Excellent Stay!"
United States
Annette
The price is AED 574
AED 728 total
includes taxes & fees
3 Nov - 4 Nov
Atlantic Bay Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

10. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,195 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is AED 332
AED 373 total
includes taxes & fees
15 Nov - 16 Nov
Rock Reef Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

11. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (262 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 AED 418
AED 522 total
includes taxes & fees
1 Nov - 2 Nov
Seafarer Key Largo
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

12. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is AED 446
AED 502 total
includes taxes & fees
29 Nov - 30 Nov
Sunset Cove Beach Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

13. 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 AED 684
AED 770 total
includes taxes & fees
1 Nov - 2 Nov
The Ocean View Inn & Pub
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

14. 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 AED 355
AED 441 total
includes taxes & fees
3 Nov - 4 Nov
Drift Hotel
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

15. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 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 AED 460
AED 1,033 total
includes taxes & fees
2 Nov - 3 Nov
Treasure Harbor
A beach with palm trees, a dock, and a boat named "STYX".

16. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is AED 367
AED 413 total
includes taxes & fees
3 Nov - 4 Nov
The Pelican Key Largo Cottages
A beach with palm trees, thatched-roof huts, and lounge chairs.

17. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is AED 254
AED 476 total
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

18. 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 AED 966
AED 1,289 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection
A pool area with palm trees and a building with a white roof.

19. Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (205 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 AED 666
AED 750 total
includes taxes & fees
31 Oct - 1 Nov
Bahia Bay Resort
A beach with lounge chairs and a pier extending into the water.

20. 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, (1,196 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 AED 902
AED 1,217 total
includes taxes & fees
10 Nov - 11 Nov
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

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

8/10 Good
"We were disappointed in a few things, one being the comfort- the couch in our room was so uncomfortable we couldn’t sit for long at all- it was also dirty with stains- fir the cost if the room, spending some money on a new, comfortable couch with washable cushion covers wouldn’t be too much to ask- plus the resort outdoor furniture was very uncomfortable- the pieces were nice & pretty but could definitely use cushions- we used our bed pillows for our outdoor Adirondack chairs on our balcony. The other disappointment was that there were only 3 kayaks, one was broken and only one of the other two had a back- again, wouldn’t take much to have more available. The staff was wonderful though!!!"
Kelley 4-night trip
Posted 2 days ago
Fisher Inn Resort & 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.

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