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

Find Pet-friendly Hotels in Islamorada, FL

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Check availability on Islamorada Pet-friendly Hotels

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Islamorada pet-friendly hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
alicia
₩214,721
₩321,522 total
includes taxes & fees
Aug 27 - Aug 28
Chesapeake Beach Resort

2. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Estefani
₩238,922
₩372,744 total
includes taxes & fees
Aug 11 - Aug 12
Amara Cay Resort

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
₩155,870
₩221,738 total
includes taxes & fees
Aug 27 - Aug 28
Fisher Inn Resort & Marina

4. Drop Anchor

Drop Anchor
Islamorada
United States
Noel
₩169,454
₩240,389 total
includes taxes & fees
Aug 9 - Aug 10
Drop Anchor

5. Islander Resort

Islander Resort
Matecumbe
United States
Sarah
₩332,924
₩470,575 total
includes taxes & fees
Aug 31 - Sep 1
Islander Resort

6. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
₩156,005
₩221,929 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

7. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Javier
₩161,899
₩246,105 total
includes taxes & fees
Aug 9 - Aug 10
Lime Tree Bay Resort

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
₩219,731
₩351,153 total
includes taxes & fees
Aug 20 - Aug 21
La Siesta Resort & Villas

9. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
₩294,539
₩435,312 total
includes taxes & fees
Aug 18 - Aug 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Jessica
₩174,207
₩235,958 total
includes taxes & fees
Aug 10 - Aug 11
Waterside Suites & Marina
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
"Great stop on our key island hopping adventure"
Chris 2-night trip
Posted less than an hour ago
Islander Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Lo único malo q tenía muchas algas en el lado de la marina no pesqué nada pero la pasé bien"
Angela 1-night trip
Posted 2 days ago
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
Kevin 7-night trip
Posted 3 days ago
Coconut Cove Resort and Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. We'd stay there again for sure!"
Melissa 2-night trip
Posted 5 days ago
La Siesta Resort & Villas

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 Islander 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 167 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 Islamorada County Park. While you're there, make sure you don't miss Founders Park and Robbie's of Islamorada.

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