Find Pet-friendly Hotels in Islamorada, FL from CA $119

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Pet-friendly Hotels

This weekend
Next weekend

Top Islamorada Pet-friendly Hotels

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1022)
"Absolutely wonderful place, great view and staff was outstanding "
The price is CA $242
CA $366 total
includes taxes & fees
Sep 30 - Oct 1
Islander Resort

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

3.5 star property
9.0 out of 10, Wonderful, (72)
"The tiki bar and the peacefulness of the resort."
The price is CA $245
CA $367 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1254)
"Excellent stay"
The price is CA $225
CA $345 total
includes taxes & fees
Sep 8 - Sep 9
Amara Cay Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"perfect family hotel with a keys flare."
The price is CA $200
CA $317 total
includes taxes & fees
Sep 10 - Sep 11
La Siesta Resort & Villas

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1518)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is CA $169
CA $268 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Beach Resort

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1001)
"Great views manatees cruising by very relaxing"
The price is CA $122
CA $182 total
includes taxes & fees
Sep 14 - Sep 15
Fisher Inn Resort & Marina

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Sunset Inn was a great place to stay while fishing and diving in Islamorada! We will be back again!"
The price is CA $119
CA $149 total
includes taxes & fees
Sep 4 - Sep 5
Sunset Inn

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1007)
"Beautiful property and the staff was amazing."
The price is CA $141
CA $207 total
includes taxes & fees
Sep 4 - Sep 5
Drop Anchor

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (387)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is CA $222
CA $268 total
includes taxes & fees
Sep 7 - Sep 8
Sands of Islamorada

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1184)
"amazing stay"
The price is CA $174
CA $289 total
includes taxes & fees
Sep 8 - Sep 9
Cheeca Lodge & Spa
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

Find out more about Islamorada

Discover top Islamorada attractions with your pet

Islamorada, Florida, is a pet-friendly paradise that invites you and your furry companions to explore its stunning natural beauty and vibrant local culture. Begin your adventure at Anne's Beach, where the gentle waves and sandy shores create a perfect space for your pets to frolic while you soak up the sun. Next, head to the Florida Keys Brewing Company, where you can enjoy a craft beer on the outdoor patio, complete with views of your four-legged friend by your side. For a unique experience, visit the Windley Key Fossil Reef Geological State Park, where you can hike the trails and discover the fascinating limestone formations together. Don’t miss the opportunity to take your pet on a boat tour with Robbie’s of Islamorada, where you can spot dolphins and manatees while enjoying the open water. As for accommodation, consider staying in the charming area of Upper Matecumbe Key, where several pet-friendly hotels offer convenient access to these attractions, allowing you to fully immerse yourself in the laid-back island lifestyle without leaving your pets behind. With attentive service and spacious grounds, these hotels ensure your family feels pampered throughout your stay.

Find the best pet-friendly hotels in Islamorada

For those looking to enjoy a tropical escape with their beloved pets, Islamorada offers several welcoming hotels that cater to both you and your furry companions. Here are some top choices for a delightful stay in this beautiful destination.

Sunset Inn

  • Why it's great for a pet-friendly vacation: With an impressive review rating of 9.4, Sunset Inn is a charming, pet-friendly option that provides a welcoming place for both guests and their dogs. The hotel allows pets and features a lovely outdoor pool, making it a great spot for relaxation after exploring the beautiful surroundings of Matecumbe.
  • Other amenities: Guests can enjoy daily housekeeping and free off-street parking for added convenience. The inn also offers kitchenettes in the rooms, perfect for preparing light meals. Additionally, the garden area provides a tranquil space to unwind, and bicycles are available onsite for those wishing to explore the area on two wheels. The hotel ensures guests have a comfortable stay with essential amenities such as free toiletries and air conditioning.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.7 km, Islamorada Brewery & Distillery - 0.4 km

Chesapeake Beach Resort

  • Why it's great for a pet-friendly vacation: Chesapeake Beach Resort is a fantastic choice for pet-friendly travelers, an excellent review rating of 9.2. This resort allows pets in-room, ensuring that guests can enjoy their stay without leaving their furry friends behind. Guests can look forward to a lovely outdoor pool, a private beach, and a variety of water sports including boat tours and snorkeling nearby, making it ideal for adventure seekers and relaxation enthusiasts alike.
  • Other amenities: The resort offers a plethora of features designed for comfort and convenience, including a kitchenette equipped with a stovetop and refrigerator, free breakfast options daily, and daily housekeeping services. Guests can enjoy lounging at the pool with sun loungers, while the patio provides a lovely space to take in the views. The concierge service is available to assist with local excursions, and off-street parking adds to the ease of your stay. Additionally, families will appreciate the availability of cribs and outlet covers for safety.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.9 km, Theater of the Sea - 1.7 km, Windley Key Fossil Reef Geological State Park - 1.8 km

Islander Resort

  • Why it's great for a pet-friendly vacation: Islander Resort stands out for its luxurious pet-friendly offerings, with a solid review rating of 9.2. This upscale resort welcomes both dogs and cats, allowing guests to experience the best of Islamorada without leaving their furry friends behind. The resort features a beachfront restaurant and an outdoor pool, perfect for leisure and dining with stunning views.
  • Other amenities: Islander Resort provides a wide range of amenities including complimentary beach towels, mini golf, and a full-size refrigerator in rooms. Guests can enjoy various water sports such as snorkeling and kayaking, with onsite rentals available. The resort also features fitness facilities and evening entertainment, creating an enjoyable atmosphere for all travelers. Guests will appreciate the convenience of off-street parking and the concierge service, ensuring a seamless experience throughout their stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.1 km, Islamorada Brewery & Distillery - 0.8 km

Amara Cay Resort

  • Why it's great for a pet-friendly vacation: Amara Cay Resort is an excellent choice for pet-friendly travelers, a review rating of 8.8. The resort not only permits pets but ensures their comfort with food and water bowls provided in the rooms. Offering a beautiful beachfront location and an outdoor pool, this resort is ideal for guests looking to relax in a scenic environment with their pets by their side.
  • Other amenities: Guests can indulge in delicious meals at the beachfront restaurant, or unwind on the terrace with ocean views. The resort features daily housekeeping, complimentary beach towels, and convenient amenities such as kitchenettes and refrigerators available on request. Guests can take advantage of onsite scuba activities, or simply relax at the pool or sandy beach. The resort also offers various recreational activities, including boat tours and snorkeling, ensuring a fun-filled stay for all visitors.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.3 km, Indian Key Historic State Park - 1.1 km, Hurricane Monument - 2.3 km

Drop Anchor

  • Why it's great for a pet-friendly vacation: Drop Anchor is a welcoming retreat for pet owners, enjoying an excellent review rating of 8.8. This charming hotel permits pets in-room, providing an inviting atmosphere where guests can unwind with their furry companions. With a lovely outdoor pool and close nearby the beach, this location is perfect for relaxation and beach activities.
  • Other amenities: The hotel features a kitchenette in each room, allowing for convenient meal preparation, and daily housekeeping ensures a comfortable stay. Guests can enjoy the marina nearby and enjoy exciting boat tours. The hotel also offers air conditioning for comfort, along with free self-parking and beautiful ocean views from the rooms. Guests can lounge on the patio or take advantage of beach umbrellas and sun loungers for a perfect day at the beach.
  • Nearby attractions: Theater of the Sea - 0.5 km, Windley Key Fossil Reef Geological State Park - 0.4 km, Rain Barrel Village - 2.8 km

Top Islamorada Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia