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

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Check availability on Islamorada Pet-friendly Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Islamorada pet-friendly hotels

Terrace/patio
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A beach with palm trees and a clear view of the ocean.

1. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Katie
₩154,225
₩233,569 total
includes taxes & fees
Oct 15 - Oct 16
Lime Tree Bay Resort
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 beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.

2. Islander Resort

Islander Resort
Matecumbe
United States
Steven
₩293,785
₩428,508 total
includes taxes & fees
Oct 14 - Oct 15
Islander Resort
Exterior
View from property
An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.
A view from a window overlooking a beach with palm trees and a wooden pier.

3. Casa Morada

Casa Morada
Matecumbe
United States
David
₩213,499
₩255,204 total
includes taxes & fees
Oct 28 - Oct 29
Casa Morada
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 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.

4. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Phelicia
₩201,621
₩301,907 total
includes taxes & fees
Nov 3 - Nov 4
Chesapeake Beach Resort
An aerial view of a resort with a large pool, palm trees, and a beach.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

5. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Jorge
₩351,052
₩468,522 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
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.
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.

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
₩206,327
₩329,732 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
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 resort with a pool, beach, and ocean view.
A beach with palm trees, a clear blue sky, and a calm sea.

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
₩319,284
₩456,808 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A beach with colorful buildings, kayaks, and lounge chairs.
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.

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
₩224,347
₩350,005 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
Two hands holding wine glasses with a beach and ocean view in the background.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.
An aerial view of a resort with a swimming pool, beach area, and dock.
A beach with palm trees, a sandy path, and a building with a balcony.

9. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
United States
Lwigy
₩153,995
₩206,615 total
includes taxes & fees
Oct 14 - Oct 15
Bayside Inn Key Largo
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.

10. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
₩148,715
₩214,022 total
includes taxes & fees
Oct 14 - Oct 15
Drop Anchor
View all properties

Find out more about Islamorada

Discover top Islamorada attractions with your pet

In Islamorada, Florida, pet owners will find a delightful fusion of adventure and relaxation that welcomes furry companions. Start your day with a stroll along the scenic Anne’s Beach, where both you and your pet can enjoy the sun and surf on the sandy shores. The beach is known for its shallow waters, making it a safe spot for your dog to splash around. For a taste of the local wildlife, visit the Florida Keys Wild Bird Rehabilitation Center, where you can walk the grounds with your pet on a leash and observe the beautiful birds in a natural setting. If you’re in the mood for some exploration, the Lignumvitae Key Botanical State Park offers pet-friendly trails that wind through lush tropical flora—just make sure to keep your pet on a leash as you soak in the stunning views. After a day of adventure, unwind at one of the pet-friendly hotels in the area, such as the Postcard Inn Beach Resort & Marina, which features spacious rooms and easy access to the beach, ensuring a comfortable stay for both you and your furry friend. The laid-back atmosphere of the Islamorada village is perfect for leisurely evening walks, allowing you to discover charming shops and local eateries while your pet enjoys the fresh sea breeze.

Chesapeake Beach Resort

  • Why it's great for a pet-friendly vacation: Chesapeake Beach Resort is an excellent choice for travelers looking to share their vacation with their pets. With an impressive review rating of 9.2, this resort allows pets in rooms, ensuring a comfortable stay for all. Guests will appreciate the beautiful beach access and the outdoor pool, making it easy to unwind after a day of exploring the area with their furry companions.
  • Other amenities: The resort features a kitchenette in rooms, providing convenience for meal preparation, along with free breakfast options daily. Guests can enjoy complimentary beach towels while soaking up the sun on the private beach. Additional amenities include on-site boat tours and snorkeling opportunities nearby, perfect for adventurous travelers. The hotel also offers air conditioning, a secured shared pool, and daily housekeeping for added comfort during your stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.56 miles, Theater of the Sea - 1.08 miles, Windley Key Fossil Reef Geological State Park - 1.11 miles

Amara Cay Resort

  • Why it's great for a pet-friendly vacation: Amara Cay Resort is a perfect getaway for travelers looking to enjoy a beach vacation with their pets. With an excellent review rating of 8.8, this resort provides guests with pet-friendly amenities, including food and water bowls. The beachfront location and outdoor pool create a welcoming place for both guests and their furry friends to relax and unwind.
  • Other amenities: Guests can indulge in the beachfront restaurant and enjoy a variety of activities, from snorkeling to boat tours nearby. The resort also offers complimentary beach towels and features a terrace for enjoying the beautiful views. Additional conveniences include air conditioning, daily housekeeping, and access to on-site kayaking. Premium bedding and a range of room options ensure a comfortable stay for every traveler.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.21 miles, Indian Key Historic State Park - 0.67 miles, Hurricane Monument - 1.4 miles

Drop Anchor

  • Why it's great for a pet-friendly vacation: Drop Anchor is a cozy retreat for travelers wanting a pet-friendly experience in Islamorada. With a solid review rating of 8.8, this charming hotel allows pets in rooms, making it easy for guests to enjoy their vacation alongside their furry companions. The inviting outdoor pool and nearby beach access provide plenty of opportunities for relaxation and fun.
  • Other amenities: The hotel features a kitchenette, ideal for preparing meals, along with daily housekeeping to keep things tidy. Guests can enjoy complimentary beach towels and use the on-site bicycles for local exploration. The marina nearby offers additional water activities, while the relaxing yard and patio areas provide perfect spots for unwinding after a day of adventure.
  • Nearby attractions: Theater of the Sea - 0.34 miles, Windley Key Fossil Reef Geological State Park - 0.23 miles, Rain Barrel Village - 1.73 miles

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Fabulous bedroom cozy bed and awesome hot shower. Couch was sorta cheap and no fridge but we loved the ice maker and kitchenette. We loved the pool and the staff. Weak drinks but good food. The feeling there is soooo great. Will 100% come back."
Heidi 1-night trip
Posted 14 hours ago
Islander Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 9 days ago
Coconut Cove Resort and Marina
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great place for the money!"
Nicholas 2-night trip
Posted 10 days ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 3 weeks ago
Casa Morada

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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