Find Pet-friendly Hotels in Islamorada, FL

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Check availability on Islamorada Pet-friendly Hotels

Our top choices for Islamorada pet-friendly hotels

Kingsail Resort

Kingsail Resort
2.0 star property
Marathon
8.6 out of 10, Excellent, (1037)
"Spacious room great staff helpful and location"
United States
William
The price is ₩169,500
₩190,688 total
includes taxes & fees
Dec 22 - Dec 23
Kingsail Resort

Banana Bay Resort & Marina

Banana Bay Resort & Marina
3.0 star property
Marathon
7.8 out of 10, Good, (1011)
"Clean room, smells good, renewed, excellent bed and pillows , quiet, close to ocean and great peaceful views "
United States
Elba
The price is ₩205,203
₩288,974 total
includes taxes & fees
Dec 22 - Dec 23
Banana Bay Resort & Marina

Bonefish Bay Motel

Bonefish Bay Motel
2.5 star property
Marathon
9.2 out of 10, Wonderful, (489)
"Very nice place. Room was clean and staff very nice."
United States
MARILA
Bonefish Bay Motel

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1118)
"Great place "
United States
Oscar
Lime Tree Bay Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1003)
"Always a great stay"
United States
Richard
The price is ₩326,258
₩367,048 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunset Cove Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1597)
"The entire resort was wonderful."
Canada
Mat
The price is ₩279,091
₩397,016 total
includes taxes & fees
Dec 22 - Dec 23
Chesapeake Beach Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
United States
Robert
The price is ₩229,990
₩275,359 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Sunset Inn

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1625)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
The price is ₩242,203
₩309,399 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bayside Inn Key Largo

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very Good, (1001)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
The price is ₩224,542
₩252,610 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Creekside Inn

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ₩194,198
₩270,163 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Drop Anchor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

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 Amara Cay Resort and Islander Resort.
How many pet-friendly hotels will I find in Islamorada?
Enjoy traveling with your furry pal at one of Expedia's 128 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 top attractions like Everglades National Park. While you're there, make sure you don't miss Florida Keys Brewing Co. and Bud n' Mary's Dive Center.