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

Find Pet-friendly Hotels in Islamorada, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Pet-friendly Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.

1. Islander Resort

Islander Resort
Matecumbe
United States
Steven
AED 764
AED 1,128 total
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
A beach with palm trees and lounge chairs.
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
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
Phelicia
AED 521
AED 793 total
includes taxes & fees
20 Oct - 21 Oct
Chesapeake Beach Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
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.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Siobhan
AED 547
AED 735 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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
AED 568
AED 907 total
includes taxes & fees
19 Oct - 20 Oct
Amara Cay Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
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.

5. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
AED 526
AED 711 total
includes taxes & fees
9 Nov - 10 Nov
Hadley Resort and Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.
A pool area with lounge chairs and a sign indicating a drop-off zone.
A wooden boardwalk leading to a building with a brick wall and a white roof.

6. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
AED 409
AED 589 total
includes taxes & fees
18 Oct - 19 Oct
Drop Anchor
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A beach with palm trees, a clear blue sky, and a calm sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.

7. 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
2 Nov - 3 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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 compact, well-lit room with a bed, bedside table, and a small seating area.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.

8. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
AED 702
AED 839 total
includes taxes & fees
22 Oct - 23 Oct
Sands of Islamorada
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
Exterior
A bar area with a counter, stools, and potted plants.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
Brian
AED 952
AED 1,340 total
includes taxes & fees
22 Oct - 23 Oct
Bayside Villas by Islander Resort
Terrace/patio
A beach with palm trees and a clear view of the ocean.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A resort with a swimming pool, lounge chairs, and palm trees.

10. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Christopher Michael
AED 455
AED 677 total
includes taxes & fees
18 Oct - 19 Oct
Lime Tree Bay Resort
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Very nice stay, plenty of room, enjoyed pool & water view. The breakfast was yummy too, loved those special waffles!!!"
Robyn 2-night trip
Posted 4 hours ago
Fisher Inn Resort & Marina
Islander Resort

Islander Resort

10/10 Excellent
"Very nice experience and cosy hotel in the Keys, super recommended!"
Clara 1-night trip
Posted 9 hours ago
Islander Resort
Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good
"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."
Elizabeth 1-night trip
Posted 1 day ago
Hadley Resort and 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.

Explore a world of travel with Expedia