Title: Book the Best Islamorada FAMILY FRIENDLY Hotels - Kid-Friendly Hotels in Islamorada, FL | 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 featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Islamorada, FL - ![](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 Family Hotels Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Islamorada Family Hotels ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/ac9bc991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/31d6a642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/d330cb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Jolla Resort Matecumbe 9.0/10 Wonderful (1000) "Great place to stay lovely staff Easy to find " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) diane CA $98 CA $150 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/6a22feff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach umbrellas, beach towels, kayaking](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/ac9979c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/eec761cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dove Creek Resort & Marina, Trademark Collection by Wyndham Key Largo 7.6/10 Good (1002) "clean room nice balcony view nice staff nice breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $142 CA $205 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/b5cef261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Beach/ocean view](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/ae06d5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, rowing, fishing](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/a2a4b9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pelican Key Largo Cottages Key Largo 8.8/10 Excellent (1008) "We were delighted with everything The Pelican said it was. The staff was friendly and courteous throughout the property. THE VIEWS were stunning! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramiro CA $155 CA $174 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Outdoor pool, a heated pool, open 7:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/f3f6d0ee.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/4000000/3280000/3274400/3274374/9e08c794.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) ### Fisher Inn Resort & Marina Islamorada 8.2/10 Very good (1009) "Great experience, highly recommend staying at the Fisher Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo CA $104 CA $164 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Children's activities](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/b61e6cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Bayside Inn Key Largo Key Largo 8.6/10 Excellent (1608) "Great location and helpful staff !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikki CA $165 CA $221 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/29680b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f44c6b22.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](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor Islamorada 8.8/10 Excellent (1001) "Beautiful property and the staff was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $146 CA $213 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.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) ### Lime Tree Bay Resort Long Key 9.2/10 Wonderful (1103) "Excellent stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $159 CA $242 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/849a6a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/8bacb368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/c6c81bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/0c2736d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Pointe Suites at Key Largo Tavernier 8.4/10 Very good (1009) "Everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $175 CA $223 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.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) ![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) ![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) ### Amara Cay Resort Matecumbe 8.8/10 Excellent (1266) "Great place and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $200 CA $319 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/57b69b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Queen Bed with Sofa bed, Kitchen (#01 Waterfront with Tiki Hut) | Private kitchen](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/16dd2838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 King Bed with Sofa bed, Kitchen (#14 Balcony 2nd Floor) | View from room](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/39d72e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Harbor Lodge Rock Harbor 9.4/10 Exceptional (657) "Room was updated, clean, plenty of towels, blankets, amenities. Loved the location, the way it was laid out. Staff was wonderful. Great property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dimitra CA $218 CA $246 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.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=2025-12-06&endDate=2025-12-07®ionId=10768&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_10768) ## Find out more about Islamorada ### Family friendly things to do in Islamorada Islamorada, known as the ‘Village of Islands,’ offers an array of family-friendly activities that perfectly blend adventure and relaxation. One must-visit spot is the Florida Keys History & Discovery Center, where families can uncover the rich history of the Keys through engaging exhibits and interactive displays, making it both educational and fun for children of all ages. For a splash of excitement, head to the Islander Watersports for thrilling water sports such as paddle boarding and kayaking; it’s an excellent way for families to bond while exploring the stunning coastal waters together. Don’t miss the chance to visit the Theater of the Sea, where kids can enjoy dolphin and sea lion shows, and even interact with marine life, creating unforgettable memories. For a more laid-back day, the Anne’s Beach offers a serene setting with shallow waters perfect for young children to play, along with picnic areas for a delightful family lunch. After a day of exploration, the accommodations in the charming area of Plantation Key provide a variety of family-friendly hotels, featuring spacious rooms and pools, ensuring comfort and convenience. Families can relax knowing they are well taken care of, with attentive staff eager to enhance their stay, making it a fantastic base for an unforgettable adventure in Islamorada. ### Find the best family friendly hotels in Islamorada Islamorada is a fantastic destination for families looking to create lasting memories together. Here are some top hotels that cater specifically to families, offering a range of amenities to ensure a comfortable and enjoyable stay. [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) - **Why it's great for a family-friendly adventure:** Sunset Inn is a perfect choice for families, with a high review rating of 9.4 and family-friendly amenities designed for comfort. The hotel features a kitchenette in rooms, allowing for easy meal preparation, while the outdoor pool offers a great space for families to relax and play together. - **Other amenities:** Additional features include a lovely garden area for outdoor activities, free daily housekeeping, and convenient on-site parking. Guests can enjoy the pool cabanas for added comfort and shade during sunny days. Families will appreciate the air-conditioned rooms and the option for self-parking, making it a straightforward experience. - **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 family-friendly adventure:** Chesapeake Beach Resort is ideal for family-friendly vacations, a stellar review rating of 9.2. With amenities such as a daily housekeeping service, free cribs, and a kitchenette in each room, families will find comfort and convenience throughout their stay. Children can enjoy the accessible pool, ensuring that everyone has a great time splashing around together. - **Other amenities:** In addition to family-centric features, the resort offers a beautiful beach view, outdoor pool with sun loungers, and complimentary breakfast to start the day right. Guests can also take advantage of a mini-refrigerator and microwave for easy meal prep. For those seeking adventure, on-site boat tours and nearby snorkeling opportunities provide memorable experiences for the whole family. - **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 family-friendly adventure:** Islander Resort offers a fantastic family-friendly experience with an excellent review rating of 9.2. The hotel features essential family amenities, including free cribs and a kitchenette, making it easy to cater to the needs of little ones. The accessible outdoor pool is perfect for family afternoons of fun and relaxation. - **Other amenities:** Guests can enjoy a beachfront restaurant, pool cabanas, and beach sun loungers for leisure. The resort also offers various activities such as mini-golf, beach volleyball, and opportunities for kayaking. With a concierge service available, families can easily plan their adventures and explore nearby attractions. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.1 km, Islamorada Brewery & Distillery - 0.8 km [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) - **Why it's great for a family-friendly adventure:** Pines & Palms Resort is an inviting choice for families, receiving a solid review rating of 9.2. With amenities like free daily housekeeping and kitchenettes in rooms, families can comfortably settle in and enjoy their stay. The garden area provides a lovely space for children to explore and play, while the outdoor pool offers a refreshing retreat after a day of activities. - **Other amenities:** The resort features a variety of options, including room service and a microwave for added convenience. Guests can take advantage of the beach towels and sun loungers available for a fun beach day. For those seeking adventure, there are also opportunities for parasailing, snorkeling, and boating nearby, ensuring that families have plenty of exciting experiences to share. - **Neighborhood:** Matecumbe - **Nearby attractions:** Bud n' Mary's Dive Center - 1 km, Indian Key Historic State Park - 0.4 km, Hurricane Monument - 1.6 km [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) - **Why it's great for a family-friendly adventure:** Cheeca Lodge & Spa is an excellent family-friendly option, a remarkable review rating of 9.0. With complimentary cribs and access to a supervised childcare service, parents can enjoy some relaxation while their children are entertained in a safe environment. The range of toys available, including beach toys and games for children, ensures endless fun for younger guests. - **Other amenities:** Families can indulge in the playground, arcade game room, and the inviting outdoor pool. The hotel also features a full-service spa, hot tub, and on-site dining options with kids' meals available. Active families can take advantage of kayaking, snorkeling, and other water sports, while the beautiful gardens provide a serene space to unwind together. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.1 km, Florida Keys Brewing Co. - 0.4 km, MoradaWay Arts & Cultural District - 0.6 km ## Top Islamorada Hotel Reviews ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Beautiful room, stunning views " [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "All was great!!!" [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "Quiet and relaxing. Great place" [](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Azaya at the front desk was GREAT!! Boat launch on property free for guests. Perfect location comfy rooms! " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Rooms were clean, landscape was beautiful, staff was friendly. Access to the (2) other resorts were a plus. Would stay again." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Beautiful resort with lots of included activities & water sports. Friendly staff. Clean rooms. " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Room was wonderful and the view was even better!" [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful facility and grounds, wonderful location for quiet get away. The room was very clean. We really enjoyed sitting by the pool and also lounging on our private patio. Would definitely stay here again if we were in the area. A broom on the patio would be helpful to sweep away any insects." [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Everything about our stay was amazing and exceeded our expectations in every way!!" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Frequently asked questions ### What are the best family-friendly hotels in Islamorada? > [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a luxurious 5-star hotel, stands out as an exceptional family-friendly option in Islamorada, boasting a remarkable traveller review score of 9.2. Families love the extensive amenities designed for children, including a dedicated kids' club and supervised childcare services. With a lovely pool area that features a gate for safety, your little ones can splash around while parents relax nearby. The hotel also offers complimentary cribs and rollaway beds to ensure everyone's comfort during your stay. > > > > Another great choice is [Fisher Inn Resort & Marina](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information), rated 8.0 by visitors. This 3.5-star resort is much-loved for its friendly staff and clean, comfortable rooms. Children will enjoy the on-site games and beach toys, while the tranquil pool provides a ideal setting for family relaxation. The hotel's inviting atmosphere makes it an ideal base for exploring Islamorada's attractions. > > > > For a more intimate setting, consider [Hadley Resort and Marina](https://www.expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information), also rated 3.5 stars with a score of 7.8. This charming hotel features connecting rooms, making it convenient for families wanting to stay close together. Kids will appreciate the playground and the complimentary breakfast adds great value for families looking to start their day right. > > > > Lastly, [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information), with a great traveller rating of 10.0, offers an inviting environment with helpful staff always ready to assist. This resort also provides family-friendly amenities such as high chairs and playpens, ensuring that even the youngest guests are well catered for. ### Which area of Islamorada is best to stay in for families? > For families visiting Islamorada, the central area around Founders Park and the Upper Matecumbe Key offers the most convenient and enjoyable experience. > > > > This area is particularly suitable for families due to its proximity to Founders Park, which boasts a lovely beach with calm waters, superb for younger children to paddle and play. The park also features a fantastic playground, open green spaces for running around, and even a natural spring-fed pool. It's an excellent spot for a relaxed family day out. > > > > Transportation within this central stretch is quite manageable; many accommodations are within walking or cycling distance of dining options and local shops. For venturing a bit further, the Overseas Highway is easily accessible, making it simple to explore other parts of the Keys. > > > > You'll find a good selection of casual, family-friendly restaurants in this area, many offering outdoor seating and children's menus. ### How much does a family hotel in Islamorada cost? > Travellers can find great deals on family-friendly Islamorada hotels with Expedia. You may find hotels in Islamorada that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort Islamorada hotels on Expedia by price to see our cheapest prices first. ### What are the best Islamorada family-friendly hotels with a pool? > [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) is a stunning 5-star hotel that perfectly caters to families seeking both luxury and convenience. With a remarkable traveller rating of 9.2, guests rave about the friendly and amazing staff, beautiful and clean rooms, and an array of fantastic amenities. Kids can enjoy the dedicated Children's Club, while parents can relax knowing there's supervised childcare available. The outdoor pool area is a highlight, designed with families in mind, complete with a secure pool gate for peace of mind. > > > > Another excellent option is [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information), which boasts a superb traveller rating of 10.0. This family-friendly haven features a pool that is both outdoor and inclusive, ensuring fun for all ages. Parents appreciate the thoughtful touches, such as cribs and highchairs for younger children, while the staff is known for being particularly helpful and accommodating. > > > > [Fisher Inn Resort & Marina](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information), a 3.5-star hotel with a rating of 8.0, is another great choice for families. The pool here is described as nice and quiet, ideal for a relaxing day under the sun. Children will love the beach toys and games available, making it a fun-filled experience for the whole family. > > > > [Hadley Resort and Marina](https://www.expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information), also rated 3.5 stars with a score of 7.8, provides a comfortable and convenient stay. Families can enjoy the shared outdoor pool, along with amenities such as a playground for children and connecting rooms for larger families, ensuring everyone can stay close together. > > > > Lastly, [Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information), is a lovely 3.5-star option with a rating of 9.0. The outdoor heated pool is superb for both relaxation and play, and families will like the availability of cribs and rollaway beds for extra convenience. ### What are the top-rated luxury family hotels in Islamorada? > For a splendid family getaway in Islamorada, look no further than [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a remarkable 5-star resort that offers a wealth of amenities tailored for families. Travellers rave about the attentive and friendly staff, as well as the beautifully clean rooms, which all contribute to a relaxing atmosphere. With a review rating of 9.2, this hotel features a children's club, supervised childcare, and a delightful playground, ensuring that younger guests are entertained while parents enjoy some well-deserved downtime. The resort also boasts a stunning pool area, great for both relaxation and family fun. > > > > Another excellent option is the [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information), a charming 4-star hotel rated at 8.8. This resort is well-loved for its comfortable and clean rooms, and the inviting pool area is a highlight for families looking to unwind. The staff here are noted for their friendliness, making it a welcoming choice for families. Additionally, amenities like free cribs and kids' meals add to the convenience, allowing parents to focus on creating lasting memories with their children. > > > > [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), also a 4-star gem, shares a traveller rating of 9.2 and provides a picturesque setting with ocean views. The beach is just a stone's throw away, offering a private slice of paradise for families. With a beautiful and spacious pool, along with free rollaway beds and cribs, it caters to families looking for both comfort and adventure. > > > > Lastly, [La Siesta Resort & Villas](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information), with a rating of 8.6, offers family-friendly amenities such as spacious rooms and an outdoor pool complemented by a poolside bar. The resort's excellent location provides easy access to local attractions, making it a convenient base for exploring the stunning surroundings of Islamorada. ### Which cheap kid-friendly hotels in Islamorada do travelers love? > [Coconut Cove Resort and Marina](https://www.expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) is a charming 3-star option that families particularly enjoy, boasting a lovely children's pool alongside a refreshing outdoor pool. Guests frequently rave about the friendly and helpful staff, as well as the comfortable and clean rooms. The added bonus of free continental breakfast makes it a convenient choice for families looking to start their day right. > > > > Another favourite among families is the [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information), which stands out with its exceptional rating of 9.4 from travellers. This hotel offers spacious and clean rooms, as well as a warm outdoor pool that kids adore. The central location is ideal for exploring the area, and guests appreciate the free parking and access to bicycles for a fun family outing. > > > > For those seeking a touch of luxury without breaking the bank, [Sands of Islamorada](https://www.expedia.ca/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) is a delightful 3-star resort. With a review score of 8.8, families love the clean rooms and stunning location. The resort features a lovely outdoor pool, great for relaxing after a day of adventure. > > > > [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) is another gem, combining affordability with comfort. This 3-star option offers beautiful ocean views and is situated near a private beach, making it great for family fun in the sun. Guests often comment on the cleanliness of the rooms and the picturesque location. > > > > Lastly, [Drop Anchor](https://www.expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information), also rated 8.8, is a great family-friendly choice with spacious rooms and a comfortable pool area. Families appreciate the beautiful surroundings and the variety of amenities available, ensuring a memorable stay for both parents and children alike. ### Which Islamorada family-friendly hotels welcome pets? > [Fisher Inn Resort & Marina](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) is a charming 3.5-star hotel that welcomes pets, making it a great choice for families looking to travel with their furry friends. Guests appreciate the clean and nice rooms, as well as the excellent and friendly staff. The pool area is described as quiet and superb for relaxation, while the location is deemed ideal for exploring the beautiful surroundings. With a traveller rating of 8.0, it has a friendly setting for both families and pets. > > > > Another family-friendly option is [Sands of Islamorada](https://www.expedia.ca/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information), which boasts a great rating of 8.8. This hotel not only allows pets, including both dogs and cats, but also features a lovely outdoor pool with sun loungers, superb for unwinding after a day of adventures. Travellers rave about the clean rooms and phenomenal staff, as well as the convenience of its beautiful location. > > > > [Bayside Villas by Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) is also a pet-friendly haven, rated 8.8 by guests. This hotel offers a pool and kid-friendly amenities, ensuring a comfortable stay for families with young ones. Pets are permitted, making it an appealing option for those who want to bring their dogs along for the trip. > > > > [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) stands out with a great rating of 9.2. Families love the friendly staff and the clean, comfortable rooms. The resort also welcomes pets, allowing for a stress-free stay with your furry companions. With complimentary breakfast included, it's a practical choice for families seeking both comfort and convenience. > > > > Lastly, [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information), a 4-star gem, allows pets and is known for its beautiful location and friendly service. Rated 8.8 by travellers, this hotel features a nice pool and offers various amenities to ensure both children and pets have a delightful stay. ### Which family-friendly hotels are in central Islamorada? > [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) is a charming 3.5-star hotel that stands out for its family-friendly amenities, including a lovely outdoor pool and spacious rooms equipped with sofa beds, ensuring everyone has a comfortable stay. With a great traveller rating of 10.0, guests consistently rave about the helpful and great staff as well as the beautiful and clean rooms. > > > > Another delightful option is the [Sunset Inn](https://www.expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information), a 3-star hotel that offers spacious, clean rooms and a warm outdoor pool, great for family fun. Rated 9.4, this hotel features free self-parking and bicycles for a leisurely exploration of the area, making it a convenient choice for families. Guests appreciate the friendly and helpful staff, as well as the hotel's central location that makes accessing local attractions a breeze. > > > > For a more luxurious stay, consider [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a stunning 5-star resort that boasts an array of amenities tailored for families. With an extensive children's club, supervised childcare, and a beautiful pool area, this hotel ensures younger guests are entertained while parents unwind. With a traveller rating of 9.2, visitors have praised its beautiful and clean rooms, alongside the excellent service and great amenities. ### Is Islamorada a family-friendly destination? > Yes, Islamorada is a wonderful family-friendly destination, offering a relaxed atmosphere with plenty of opportunities for outdoor enjoyment and exploration. > > > > The area boasts stunning beaches with calm, shallow waters, superb for children to paddle and play. Many of these beaches also have picnic areas and playgrounds, making them ideal for a full day out. You can also enjoy gentle walks along the shoreline, collecting shells and observing the local birdlife. > > > > Islamorada is known for its beautiful natural surroundings, with many parks and nature trails offering easy walks suitable for all ages. These trails provide a lovely way to experience the unique flora and fauna of the Florida Keys. The local community is very welcoming and you'll find charming local shops and ice cream parlours scattered throughout. > > > > For dining, there are numerous casual eateries that cater to families, often with outdoor seating and menus featuring kid-friendly options. Stocking up on essentials is also straightforward, with grocery stores conveniently located. ### What are the best family hotels in Islamorada that have a spa? > [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) is a stunning 5-star retreat that perfectly blends family-friendly amenities with a luxurious spa experience. Rated an impressive 9.2 by guests, this hotel offers a range of services, including massages on the beach, steam rooms, and aromatherapy treatments. Families will appreciate the kids' club, supervised childcare options, and a playground, ensuring that everyone from young adventurers to adults can unwind and enjoy. > > > > If you're seeking a charming atmosphere, [Casa Morada](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) is a delightful 3.5-star option, boasting a remarkable traveller rating of 9.4. While more modest in its offerings, the hotel provides a serene spot for relaxation with massage services available. Families will find comfort in the spacious and premium rooms, alongside a lovely outdoor pool where kids can splash about while parents indulge in some well-deserved downtime. > > > > [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), another excellent choice rated 9.2, features a lovely pool and a private beach area, great for family fun. While its spa facilities are simpler, there are treatment rooms available for a refreshing experience after a day of adventure. > > > > For a truly great experience, [The Caribbean Resort](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information), with a great review score of 10.0, offers a welcoming environment for families. While it has more basic amenities and spa access, its focus on attentive service and beautiful surroundings makes it a favourite among travellers. > > > > Lastly, [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information), rated 8.8, combines comfort with family-friendly facilities, featuring massage options to help parents relax while kids enjoy their time at the pool. ### Are there any great family hotels in Islamorada with a gym? > [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) is a fantastic choice for families seeking a luxurious retreat in Islamorada. This 5-star hotel not only boasts a stunning fitness centre with 24-hour access but also offers a wealth of family-friendly amenities. Guests rave about the spacious and beautifully clean rooms, as well as the friendly and attentive staff. Children can enjoy the supervised childcare and a dedicated kids' club, ensuring that both parents and little ones have a delightful experience. With a traveller rating of 9.2, it's clear that families find this resort to be a wonderful escape. > > > > Another excellent option is the [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), a charming 4-star hotel that also features a well-equipped gym accessible round the clock. Guests appreciate the beautiful ocean views and the spacious pool area, superb for making family memories. This hotel holds a strong rating of 9.2, with many families praising its friendly atmosphere and great service. > > > > If you're considering a more budget-friendly option, [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) is a lovely 4-star hotel that includes fitness facilities while offering a comfortable and clean environment. With a traveller rating of 8.8, it's top for its friendly staff and beautiful location, making it another solid choice for families. > > > > For those looking for a more laid-back experience, Three Waters Resort and Marina, a 3.5-star property, offers basic fitness amenities and a lovely pool area. With a rating of 9.0, guests have enjoyed their stay, particularly appreciating the great food available on-site. ### How can I save on a family-friendly hotel in Islamorada with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on family-friendly Islamorada hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals. ### Can I cancel my family hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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