Islamorada, Florida, is a picturesque village in the Florida Keys, known for its stunning ocean views and laid-back atmosphere. Whether you’re seeking a romantic getaway or a family vacation, the hotels here cater to all types of travelers. From charming boutique stays to luxurious beachfront resorts, there’s something for everyone in this tropical paradise.
Staying at one of the hotels in Islamorada offers a unique experience. Guests can enjoy breathtaking sunsets, indulge in fresh seafood at nearby restaurants, and engage in various water sports. Each hotel provides its own flavor of island hospitality, ensuring that your time in Islamorada is relaxing and memorable.
Best Hotels In Islamorada, FL
1. Cheeca Lodge & Spa
Visit Cheeca Lodge & Spa for a perfect blend of luxury and relaxation. This oceanfront property stretches over 27 acres and features a beautiful spa, golf course, and multiple restaurants. Enjoy fine dining or casual bites with stunning views of the water.
Explore their signature restaurant, which serves fresh seafood and local cuisine. Guests rave about the exceptional service and vibrant atmosphere. After your meal, take a stroll on the sandy beach or unwind by the pool.
With its serene ambiance, Cheeca Lodge creates the perfect setting for unforgettable memories. Whether you’re celebrating a special occasion or enjoying a casual meal, you’ll find joy in every dish.
Don’t miss out on their famed dessert offerings, which guests say are a must-try. Indulging in a sweet treat while watching the sunset is a memorable experience.
Room rates vary, but booking directly typically provides the best prices and packages. Enjoy the paradise that is Islamorada at Cheeca Lodge & Spa!
Address: 81801 Overseas Hwy, Islamorada, FL 33036 (Mile Marker 82)
2. Islander Resort
Have a fun time at Islander Resort! This vibrant property is perfect for families and groups. With newly redesigned rooms, two tropical pools, and a putting green, there’s plenty to keep everyone entertained.
Dine at the resort’s waterfront restaurant, where you can savor delicious dishes made from fresh, local ingredients. The setting is casual yet inviting, allowing you to relax after a long day of fun.
Don’t forget to try their famous fish tacos—guests rave about them! With a cheerful staff and lively atmosphere, this dining experience is a highlight of your stay.
The beach is just steps away, where you can enjoy water sports or simply soak up some sun. Islander Resort ensures an experience full of adventure and relaxation.
Rates vary by season, so check for great deals, especially during off-peak periods!
Address: 82000 Overseas Hwy, Islamorada, FL 33036
3. Chesapeake Beach Resort
Take a break at Chesapeake Beach Resort, a waterfront gem in Islamorada. With stunning ocean views and a relaxing atmosphere, this resort is ideal for a getaway. Enjoy beach access and a spacious pool for your leisure.
The on-site restaurant features mouth-watering seafood dishes and classic favorites. Guests appreciate the fresh ingredients and thoughtful presentation. Savor your meal while gazing out at the picturesque views.
Try the daily specials, which reflect the catch of the day—always a delightful surprise! The friendly staff ensures a top-notch dining experience every time.
After your meal, explore the nearby attractions or unwind on the resort’s private beach. It’s a great place to watch the sunset with a cocktail in hand.
Dining here is not just about the food; it’s an experience filled with beautiful scenery and warm hospitality.
Address: 83409 Overseas Hwy, Islamorada, FL 33036
4. La Siesta Resort & Villas
At La Siesta Resort & Villas, relaxation is just a step away. This resort welcomes families and groups, offering spacious accommodations with ocean access. The laid-back charm creates an inviting atmosphere.
Enjoy a meal at their restaurant, serving up delicious local dishes and classic favorites. The focus is on fresh seafood and vibrant flavors. Guests enjoy the beautiful outdoor patio settings for a delightful dining experience.
Don’t forget to check out their happy hour specials, a perfect time to unwind with refreshing cocktails and tasty appetizers. It’s a wonderful way to mingle with fellow guests.
In addition to dining, the resort offers various activities. Spend the day exploring the ocean or lounging by the pool. Every moment at La Siesta is a chance to embrace the beauty of the Florida Keys.
Room prices are competitive, making it a fantastic option for families looking for a memorable vacation.
Address: 80241 Overseas Hwy, Islamorada, FL 33036 (Mile Marker 80.2)
5. Three Waters Resort & Marina
Visit Three Waters Resort & Marina for a unique experience! Nestled on a 15-acre waterfront site, this resort combines adventure and comfort. Choose from various accommodations, including cozy cottages and spacious suites.
The on-site dining options are fantastic. Enjoy fresh seafood and local specialties while soaking in the beautiful views from the restaurant. The rustic setting adds to the charm, making every meal memorable.
Guests rave about the freshly caught fish dishes, prepared with care and skill by the chefs. Pair your meal with a tropical cocktail for the ultimate evening.
After dining, explore the marina or try your hand at various water sports available on-site. Whether you’re fishing, kayaking, or simply relaxing, there’s something for everyone.
Three Waters Resort is a hidden gem in Islamorada, perfect for those seeking adventure blended with a comfortable stay!
Address: 84001 Overseas Hwy, Islamorada, FL 33036 (Mile Marker 82)
6. Amara Cay Resort
Step into Amara Cay Resort, the perfect spot for a luxury getaway. This boutique hotel features marina access and a vibrant beach vibe. Relax in style and enjoy the stunning views from every angle.
The restaurant focuses on farm-to-table dining, with innovative dishes that highlight local flavors. Savor a meal while enjoying the gentle breeze off the ocean. Guests often recommend the seafood paella—it’s a crowd favorite!
Take a break at the bar, where friendly bartenders whip up creative cocktails. Whether you’re lounging poolside or enjoying dinner, the ambiance is lively and welcoming.
Don’t miss the complimentary activities offered, from yoga on the beach to paddleboarding. It’s a great way to unwind and experience a taste of the Keys.
Amara Cay offers a beautiful balance of relaxation and fun for every guest.
Address: 80001 Overseas Hwy, Islamorada, FL 33036
7. Casa Morada
Experience tranquility at Casa Morada. This boutique hotel is ideal for relaxation, featuring lush gardens and a serene atmosphere. Guests love the cozy accommodations and personal touches that make them feel at home.
The on-site dining is delightful, focusing on fresh, seasonal ingredients. Enjoy your meal in an intimate setting, where the emphasis is on quality and flavor. Guests rave about the homemade desserts—don’t skip those!
Take a walk through the symphony of gardens and relax by the water. The peaceful atmosphere is perfect for unwinding after a day of exploring.
For those wanting a fun outing, local attractions are easily accessible. The dedicated staff can help guide you in your adventures here in beautiful Islamorada.
Casa Morada provides a unique and relaxing experience, making it a top choice for visitors to the Florida Keys.
Address: 136 Madeira Rd, Islamorada, FL 33036
8. The Caribbean Resort
For a fun-filled getaway, head to The Caribbean Resort. This family-oriented place features spacious villas with all the comforts of home. It’s perfect for larger groups celebrating special events or just enjoying time together.
Dining here is a treat! The on-site restaurant serves hearty meals, with something for everyone on the menu. Guests enjoy the lively atmosphere and friendly service as they dig into their favorites.
Don’t miss their impressive breakfast spread. The fresh fruit and baked goods are perfect for fueling up for a day at the beach. Guests say it’s one of the best breakfasts in Islamorada!
The resort is just steps from the beach where numerous activities await. From swimming to fishing, your day can be as active or relaxing as you like.
The Caribbean Resort ensures your stay is entertaining and memorable with plenty of dining and activity options!
Address: 17 Carroll St, Islamorada, FL 33036 (Mile Marker 82)
9. Caloosa Cove Resort
Caloosa Cove Resort is a fantastic place for those looking to immerse themselves in nature. This property offers a variety of accommodations surrounded by lush landscapes. It’s an ideal retreat for families or solo travelers seeking adventure.
Dine at the on-site restaurant, where fresh seafood takes center stage. Guests have noted the attentive service and flavorful dishes that showcase local cuisine. Try the catch of the day for the freshest taste!
Take advantage of the marina facilities. Boat rentals and fishing gear are available to guests, making it easy to get out on the water for some adventure.
After a fulfilling day, unwind by the pool or at the beachside bar with a refreshing drink. It’s the perfect way to cap off a great day in the sun.
Caloosa Cove combines comfort with exciting outdoor activities, ensuring a memorable stay in beautiful Islamorada.
Address: 84300 Overseas Hwy, Islamorada, FL 33036
10. Sunset Inn
For a perfect mix of cozy accommodations and beach charm, check out Sunset Inn. Located right by the water, this inn offers stunning views and easy access to the beach. It’s the perfect place to unwind and soak in the Keys vibe.
The on-site dining is casual and laid-back, perfect for enjoying a meal after a day of exploration. Try their famed fish sandwiches; they give you a taste of the local flavor!
Guests enjoy the friendly and welcoming atmosphere, making every meal feel like home. Finish off your day with a sunset view from the inn’s beach—a highlight frequently mentioned by visitors.
For those craving adventure, water sports and local attractions are within reach, giving you plenty of options to explore the area.
Sunset Inn creates a wonderful blend of comfort, flavor, and a relaxed atmosphere that keeps guests returning.
Address: 80173 Overseas Hwy, Islamorada, FL 33036
11. Fisher Inn Resort & Marina
Fisher Inn Resort & Marina is a favorite among fishing enthusiasts. This family-owned resort offers boat rentals as well as easy access to prime fishing spots. It’s a perfect getaway for those wanting to dive into the local fishing scene.
The restaurant serves home-style meals with a focus on seafood—freshly caught and skillfully prepared. Guests rave about the clam chowder as a standout dish with robust flavors!
After a day of fishing, enjoy your meal while taking in the serene harbor views. The staff goes above and beyond to ensure a great dining experience.
Additionally, Fisher Inn offers a friendly and relaxed vibe that makes guests feel right at home. Embrace the laid-back lifestyle of the Florida Keys!
Fisher Inn’s focus on family-friendly experiences makes it a great choice for vacations spent in the great outdoors.
Address: 151 N Ocean Rd, Islamorada, FL 33036
12. Postcard Inn Beach Resort & Marina
At Postcard Inn Beach Resort & Marina, rustic charm meets modern comfort. This lively resort is situated right by the beach, making it a great spot for a fun vacation. Experience the local culture through entertaining events and activities!
The on-site restaurant features a creative menu that changes with the seasons. Enjoy eating fresh seafood while soaking in breathtaking ocean views. Their vibrant tacos are a guest favorite that you won’t want to miss!
After a meal, grab a drink at the beach bar, where expert bartenders create refreshing cocktails that hit the spot on warm days. The fun atmosphere enhances the overall experience.
With plenty of recreational activities available, you’re free to enjoy watersports or relax on the sandy beach. Postcard Inn combines entertainment, family-friendly fun, and an incredible location in Islamorada.
Address: 84001 Overseas Hwy, Islamorada, FL 33036
13. Pelican Cove
Pelican Cove offers a blend of comfort and adventure for an ideal vacation. This resort features comfortable rooms with stunning views and easy beach access. Families and couples alike fall in love with its welcoming atmosphere.
Dine at the on-site restaurant, which serves an array of delicious dishes focused on local seafood. Guests praise the vibrant flavors and perfectly cooked meals, especially the grilled catch, which showcases the best of Florida.
For a twist, try their sushi offerings—it adds an exciting touch to the menu. Every meal is prepared with fresh, local ingredients, enhancing your dining experience.
After enjoying dinner, relax by the pool or take part in various water sports available. There’s no shortage of fun at Pelican Cove!
This resort promises an unforgettable time, merging comfort, great food, and easy access to beautiful beaches.
Address: 85500 Overseas Hwy, Islamorada, FL 33036
14. Hampton Inn Islamorada
Hampton Inn Islamorada is perfect for those looking for convenience and comfort. This reliable hotel offers cozy accommodations with beachfront access. Guests appreciate the modern amenities combined with the classic Florida vibe.
Enjoy a free hot breakfast each morning, which provides a fantastic start to your day. The hotel’s breakfast bar features a variety of options to suit all tastes. It’s the perfect fuel for your adventures.
Dining options nearby include some excellent local restaurants, too. Explore the family-friendly atmosphere and try some famous Keys cuisine during your stay.
After a day of exploring, take a dip in the pool or relax in your comfortable room. Hampton Inn ensures a pleasant stay filled with comfort and convenience.
You’ll love the welcoming staff and their dedication to providing excellent service, making it easy to relax and enjoy your time in the Florida Keys!
Address: 1025 S. Ocean Dr, Islamorada, FL 33036
15. The Islander Watersports Resort
At The Islander Watersports Resort, adventure awaits! This resort focuses on water sports and activities, making it perfect for active travelers. The vibrant atmosphere is infectious, setting the tone for the perfect vacation.
The on-site restaurant is a great spot to refuel after a day in the sun. It offers delicious choices highlighting local flavors—many guests love the fresh peel and eat shrimp!
Spend your days exploring the waters with various activities like paddleboarding, jet skiing, and snorkeling. There’s plenty to keep you entertained!
After a long day, unwind at the beach bar where you can sip on refreshing cocktails as you watch the sunset. The relaxed vibe is perfect after an adventurous day in the sun.
The Islander Watersports Resort brings fun and excitement together, ensuring a memorable experience during your stay in Islamorada.
Address: 82001 Overseas Hwy, Islamorada, FL 33036
16. Mangrove Marina and Resort
Mangrove Marina and Resort offers a charming retreat for nature lovers. The waterfront location provides easy access to boating and fishing, perfect for those wanting to explore the waters of the Florida Keys.
The restaurant at the resort features fresh seafood dishes, lovingly prepared by talented chefs. Guests enjoy trying the catch of the day, which reflects the local bounty.
The ambiance is relaxed and friendly—ideal for enjoying meals after a day of adventure. Don’t forget to sample their award-winning Key Lime Pie; it’s a popular favorite!
The resort provides numerous activities, so you can immerse yourself in the natural beauty surrounding you. Whether fishing or boating, the experiences here are unmatched.
Mangrove Marina ensures a tranquil and delightful stay filled with gorgeous scenery and tasty food.
Address: 80061 Overseas Hwy, Islamorada, FL 33036
17. Harbor Lights Inn
Harbor Lights Inn offers a quaint retreat for a peaceful getaway. This charming inn is perfect for quiet getaways. Nestled among palm trees, it creates a serene ambiance for guests to relax and unwind.
Dining at the inn is casual and delightful. Guests appreciate the homemade breakfast options, which set the tone for the day ahead. Enjoy a leisurely meal outdoors surrounded by nature.
Explore the lush gardens after breakfast or take a short walk to the nearby beach. The friendly staff is always willing to lend their local recommendations to enhance your stay.
At Harbor Lights Inn, you’ll experience a comforting blend of hospitality and relaxation. It’s a wonderful place to escape the hustle of daily life and enjoy the beauty of the Keys.
Find solace in this charming inn, where every moment allows you to recharge and savor the beauty of Islamorada.
Address: 84455 Overseas Hwy, Islamorada, FL 33036
Final Thoughts
Islamorada is a culinary paradise, boasting a diverse array of dining options to suit every taste. From fresh seafood to vibrant local flavors, the restaurants here have something for everyone. Whether you’re enjoying a leisurely meal by the beach or diving into adventurous water sports, these restaurants offer more than just food; they provide unforgettable experiences.
As you explore the beautiful waters and landscapes, remember that great dining enhances your stay. Each restaurant offers its unique twist on the local cuisine, ensuring every meal is an experience to treasure. Don’t forget to check out the things to do in the lower keys or consider the things to do in Duck Key for even more adventures. So, pack your bags and get ready to indulge in the flavors of Islamorada.