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

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Check availability on Islamorada Pet-friendly Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 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 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.
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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
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 515
AED 786 total
includes taxes & fees
4 Nov - 5 Nov
Chesapeake Beach Resort
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 hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
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.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Ronald
AED 519
AED 852 total
includes taxes & fees
16 Nov - 17 Nov
Amara Cay 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.

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Robyn
AED 512
AED 695 total
includes taxes & fees
28 Oct - 29 Oct
Fisher Inn Resort & Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A wooden boardwalk leading to a building with a brick wall and a white roof.
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.

5. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
AED 458
AED 644 total
includes taxes & fees
21 Oct - 22 Oct
Drop Anchor
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.
A beach with palm trees, a clear blue sky, and a calm sea.

6. 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 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.

7. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
AED 511
AED 694 total
includes taxes & fees
21 Oct - 22 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 waterfront property with a paved walkway, palm trees, and a white building with a dock.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
Brian
AED 789
AED 1,156 total
includes taxes & fees
4 Nov - 5 Nov
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 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.

9. 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 row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.

10. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
AED 568
AED 907 total
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas
View all properties

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Resort was always clean during our stay. All of the staff were incredibly nice and helpful! Lots of activities on the property to keep you entertained."
Samuel 6-night trip
Posted 2 hours ago
Islander Resort
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 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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