Title: Book the Best PET FRIENDLY Hotels in Islamorada, FL from CA $178 - Islamorada Dog-Friendly Hotels | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada showing a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191197-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Islamorada, FL from CA $178 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Islamorada Pet-friendly Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Islamorada Pet-friendly Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Standard King Bed](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/e7a0378c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort Long Key 9.2/10 Wonderful (1083) "Friendly staff clean and updated room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $134 CA $214 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort Matecumbe 9.2/10 Wonderful (1551) "Wonderful property, breakfast was awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl CA $172 CA $272 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier One Bedroom Waterfront Suite Bayview with Sofabed](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/dd3dbaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8e763282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Inn Key Largo Key Largo 8.6/10 Excellent (1591) "The staff was so nice and I loved the little beach/ pool area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra CA $127 CA $178 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/42d378ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/29680b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor Islamorada 8.8/10 Excellent (1002) "Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dianna CA $117 CA $181 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Kitchenette](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4c5cb130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/92298919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/711b38d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn Matecumbe 9.4/10 Exceptional (1007) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $168 CA $189 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/fe271bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/484a28a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/28719020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage 3 Not Pet-Friendly](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/9ba18998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Cove Beach Resort Key Largo 9.0/10 Wonderful (1011) "Always a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $212 CA $239 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/28233e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/60b7c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Accessible Room King Bed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/1b5ced17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe 8.8/10 Excellent (1261) "Great hotel with a perfect location and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amir CA $188 CA $305 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9e08c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher Inn Resort & Marina Islamorada 8.0/10 Very good (1008) "Great experience, highly recommend staying at the Fisher Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo CA $135 CA $198 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8952c233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8f06ee9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hadley Resort and Marina Matecumbe 7.8/10 Good (1004) "Loved the rooms very spacious. Ocean view was amazing very close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $140 CA $203 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn Tavernier 8.0/10 Very good (1011) "We will definitely stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DANIEL CA $235 CA $264 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04®ionId=10768&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## 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](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) - **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](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) - **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](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) - **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](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) - **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](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) - **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 ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful place. Would go back again." [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Fisher Inn Resort & Marina](//images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "Great experience, highly recommend staying at the Fisher Inn." [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![La Siesta Resort & Villas](//images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Excellent stay with great amenities." [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Coconut Cove Resort and Marina](//images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "What a true florida gem. Real old Florida " [](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Hadley Resort and Marina](//images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Super " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Bayside Villas by Islander Resort](//images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579_y.jpg) ### Bayside Villas by Islander Resort 10/10 Excellent "We loved our stay at Bayside Villas. We loved the access to both Bayside and Oceanside, the activities were great! Beautiful rooms, grounds! We will definitely return in the future. " [](https://expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly place to stay in Islamorada? > [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) 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](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) and [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information). ### How many pet-friendly hotels will I find in Islamorada? > Enjoy traveling with your furry pal at one of Expedia's 99 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. 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