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

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Check availability on Islamorada Pet-friendly Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 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.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A paved pathway leading to a beach with palm trees and a view of the ocean.

1. Islander Resort

Islander Resort
Matecumbe
United States
Bryan
AED 629
AED 976 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
A beach with palm trees and lounge chairs.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Dianne
AED 521
AED 793 total
includes taxes & fees
4 Nov - 5 Nov
Chesapeake Beach Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Robyn
AED 512
AED 695 total
includes taxes & fees
26 Oct - 27 Oct
Fisher Inn Resort & Marina
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.
A beach with palm trees, a dock, and lounge chairs.
A resort pool with palm trees, beach chairs, and umbrellas.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Ronald
AED 574
AED 915 total
includes taxes & fees
16 Nov - 17 Nov
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A resort with a pool, beach, and ocean view.
A coastal resort with a beach, a swimming pool, and multiple buildings.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
AED 879
AED 1,257 total
includes taxes & fees
1 Nov - 2 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A pool area with lounge chairs and a sign indicating a drop-off zone.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

6. Drop Anchor

Drop Anchor
Islamorada
United States
Leydis
AED 474
AED 662 total
includes taxes & fees
26 Oct - 27 Oct
Drop Anchor
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.
A beach scene with two yellow beach chairs and a person lying on one.

7. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
Jason
AED 511
AED 694 total
includes taxes & fees
25 Oct - 26 Oct
Hadley Resort and Marina
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
Exterior
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
Brian
AED 758
AED 1,121 total
includes taxes & fees
29 Oct - 30 Oct
Bayside Villas by Islander Resort
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A beach with an American flag, palm trees, and a barbecue area.
A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.

9. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
AED 705
AED 843 total
includes taxes & fees
26 Oct - 27 Oct
Sands of Islamorada
A balcony with a view of the sea, a beach, and a thatched hut.
A garden with various trees and a gravel path.
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

10. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
Canada
Alexey
AED 404
AED 454 total
includes taxes & fees
26 Oct - 27 Oct
Sunset Cove Beach Resort
View all properties

Top Islamorada Hotel Reviews

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Can’t wait to stay again in the spring. Amazing property."
Jason 1-night trip
Posted 1 day ago
Hadley Resort and Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Our stay here was wonderful. Though some things may need updated the overall ambiance of the resort over rode that. The managing staff are very helpful & hardworking. It’s a beautiful piece of oceanfront property & so easy to navigate whether you want to swim, boat, fish or just relax."
louise 8-night trip
Posted 1 day ago
Coconut Cove Resort and Marina
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

8/10 Good
"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some nice breakfast options. The evening staff member was great, and the fire pits were a lovely amenity and a great place to relax. There were a couple of things that could have been better. Our accommodation included a cocktail promotion, but when we asked about redeeming it, the employee told us it wasn’t their promotion and then offered us a pop instead. The response felt dismissive and left us feeling that the advertised perk wasn’t being honoured. We would have appreciated a more helpful explanation and a genuine effort to resolve the issue, rather than simply being offered a soda or water. Also, we only saw three bikes available, which really isn’t enough for a property of this size. It would have been helpful to have clearer information about the limited availability. Overall, a great location with spacious, clean rooms and some nice amenities, but a little more attention to guest service and clearer communication about the included perks and available bikes would have made the experience even better."
Jennifer 2-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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