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
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
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 paved pathway leading to a beach with palm trees and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.

1. Islander Resort

Islander Resort
Matecumbe
United States
Clara
AED 717
AED 1,075 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
A beach with palm trees and lounge chairs.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Dianne
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.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Robyn
AED 545
AED 733 total
includes taxes & fees
25 Oct - 26 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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
AED 500
AED 831 total
includes taxes & fees
20 Oct - 21 Oct
Amara Cay Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
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.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.

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 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 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
19 Oct - 20 Oct
Drop Anchor
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.
Exterior

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
Brian
AED 789
AED 1,156 total
includes taxes & fees
26 Oct - 27 Oct
Bayside Villas by Islander Resort
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.
A compact, well-lit room with a bed, bedside table, and a small seating area.
A beach with an American flag, palm trees, and a barbecue area.

8. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
AED 705
AED 843 total
includes taxes & fees
21 Oct - 22 Oct
Sands of Islamorada
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A row of colorful beach huts with palm trees in the background.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

9. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
AED 511
AED 843 total
includes taxes & fees
16 Nov - 17 Nov
La Siesta Resort & Villas
Terrace/patio
A resort with a swimming pool, lounge chairs, and palm trees.
A beach with palm trees and a clear view of the ocean.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

10. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Christopher Michael
AED 455
AED 677 total
includes taxes & fees
19 Oct - 20 Oct
Lime Tree Bay Resort
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Room wash clean, bed and pillows very comfortable and staff was friendly. Lots of little ants on the outdoor walkway and stairs but none in the room."
Janell 1-night trip
Posted 2 hours ago
Fisher Inn Resort & Marina
Islander Resort

Islander Resort

10/10 Excellent
"Great resort for families with children"
Bryan 4-night trip
Posted 17 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 3 days 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