Find Pet-friendly Hotels in Islamorada, FL

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Our top choices for Islamorada pet-friendly hotels

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1111)
"This place is the best kept secret "
United States
Kathleen
Lime Tree Bay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1602)
"The entire resort was wonderful."
Canada
Mat
The price is ₩272,545
₩387,707 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Chesapeake Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1004)
"Always a great stay"
United States
Richard
The price is ₩299,865
₩337,348 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunset Cove Beach Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1003)
"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 ₩202,549
₩278,325 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Drop Anchor

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1628)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
The price is ₩233,549
₩298,785 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, (1006)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
The price is ₩219,275
₩246,684 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Creekside Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1001)
"Clean, spacious, updated room. Great location."
United States
Kimberly
The price is ₩223,052
₩267,152 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Sunset Inn

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1005)
"Patio nice , pool area good , good walk to things to do ,dive museum , brewery, shopping. "
United States
John
The price is ₩214,404
₩288,246 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hadley Resort and Marina

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (393)
"The rooms were recently remodeled and very nice. People are really nice."
United States
Tammie
The price is ₩260,940
₩313,027 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sands of Islamorada

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1005)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ₩635,484
₩812,231 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Islander Resort
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.