Ready to dive into the tropical beauty of the perfect Florida Keys? With some of the best beaches in the state, this area is easily one of the top spots to visit. The Florida Keys are a dream destination! Their laid-back island vibes and stunning scenery make it feel like paradise right in your own backyard. But if you are looking for where to stay, with over 10 major keys to choose from, this article can help you.
In this guide, we’ll share our favorite places to stay in the Florida Keys, with accommodations broken down by area: Key Largo, Islamorada, Marathon, Big Pine Key, and Key West. Whether you’re looking for something luxurious, cozy, or budget-friendly, I’ve got hotel recommendations for every kind of traveler.
From dreamy beachfront resorts to charming boutique inns that won’t break the bank, the Keys have something for everyone. Let’s find the perfect place for your stay! Check out more about the The Ultimate Florida Keys Travel Guide (+ A Detailed Map
In the following sections, we’ll explore what makes each destination special, highlighting the best stays, must-try activities, and tips for making your trip unforgettable.
Where to Stay in the Florida Keys Guide +Map
Getting to Know the Florida Keys
Not too familiar with the Florida Keys? Don’t worry we’ve got you covered! Here’s a complete guide to help you understand the area as you plan your trip.
The Keys comprise over 800 islands, but only 30 are inhabited. Most people choose to stay in a handful of popular spots, each with its own unique charm.
For this guide, we’ll walk you through the main areas, starting at the top of the island chain and working our way south: Key Largo, Islamorada, Marathon, Big Pine Key, and Key West.
When we say “areas,” keep in mind that some, like Islamorada and Marathon, are actually towns that include several islands. This means there’s even more variety to explore within each destination.
Best Places to Stay in the Florida Keys
Looking for the perfect place to stay in the Florida Keys? Let’s explore some of the most popular spots, each offering its own unique charm:
- Key West: Known for its vibrant nightlife, charming historic streets, and unforgettable sunsets, Key West is perfect for those who love energy and excitement. Whether you’re after a cozy boutique hotel or a luxurious resort, there’s something here for everyone.
- Islamorada: A dream destination for fishing enthusiasts and water sports lovers. This laid-back area offers accommodations ranging from affordable inns to stunning oceanfront resorts, making it ideal for all types of travelers.
- Marathon: With its welcoming community and relaxed vibe, Marathon is a great spot to unwind. You’ll find a mix of budget-friendly stays and upscale options, so it’s easy to tailor your trip to your style and budget.
- Key Largo: As the largest of the Keys, Key Largo is a haven for adventurers. Think snorkeling, diving, and fishing galore, with plenty of places to stay that cater to everyone from solo travelers to families.
Where to Stay in Key Largo
Key Largo, often called the “Diving Capital of the World,” is the first stop you’ll reach when driving down from Miami, and it’s a favorite for good reason. Being just an hour away, it’s perfect for day trips or a quick weekend escape for Florida locals and visitors alike.
This beautiful Key is all about life on the water. From snorkeling and scuba diving at the famous John Pennekamp Coral Reef State Park to simply soaking in the island vibes, Key Largo is a dream destination for ocean lovers. If getting out on the water is your priority, this is the spot for you.
Not sure where to stay in Key Largo? Don’t worry we’ve got you covered! Whether you’re looking for a cozy retreat or a luxury getaway, there’s something here for everyone. Let’s explore the top places to stay and make the most of your time in this tropical paradise!
Budget in Key Largo: Holiday Inn Key Largo
If you’re looking for an affordable place to stay in Key Largo, the Holiday Inn Key Largo is a solid pick. The rooms are clean and comfortable, and the location couldn’t be better. There’s a fun, family-friendly pool with a tiki bar where you can relax and a few on-site dining options to keep things easy.
What really makes this spot special, though, is that it’s right next to the Key Largo Marina. This is where all the action happens, whether you’re into snorkeling, fishing, or hopping on the famous Key Largo Princess glass-bottom boat. It’s super convenient and makes getting out on the water a breeze.
A Perfect Family-Friendly Escape in Key Largo: Baker’s Cay Resort
If you’re looking for a family-friendly stay in Key Largo that’s a step up in style and comfort, Baker’s Cay Resort is a fantastic choice. This beautiful Hilton property sits on the bayside and even has its own private beach, which is a rare gem in the Florida Keys.
There’s plenty to keep the whole family entertained. Guests can paddleboard on the calm waters or hop on bikes to explore the area. The resort also has two pools: one for adults to relax and another that’s perfect for kids. While the pools are located across the parking lot from the main hotel, they’re still a favorite spot for guests to unwind and enjoy their time together.
Key Largo: Playa Largo Resort & Spa
If you’re dreaming of a little luxury without stretching your budget too much, Playa Largo Resort & Spa is a fantastic option. Located right on the water, this resort has an infinity pool for picture-perfect swims, private cabanas to unwind, and fire pits on the beach for cozy nights under the stars.
There’s plenty to keep you active, too, with personal training classes, tennis and basketball courts, and a beautiful tree-lined jogging trail. And if you’re all about relaxation, the Ocean Spa offers tropical treatments that will leave you feeling refreshed and renewed.
When it comes to food, Playa Largo doesn’t disappoint. With four different restaurants on-site, there’s something for everyone, but Sol by the Sea is a clear favorite for its delicious dishes and unbeatable ocean views.
In Key Largo: The Bungalows
The Bungalows Key Largo is a dreamy, all-inclusive, adults-only resort in the Florida Keys. Imagine relaxing in your own private waterfront bungalow, indulging in soothing spa treatments, savoring delicious gourmet meals, and soaking up endless ocean views.
Your stay includes unlimited dining at five amazing restaurants and premium cocktails. On the property, you’ll find two beautiful pools, plus plenty of fun options like kayaks, paddleboards, snorkel gear, yoga classes, bikes, and more to keep you entertained.
This place has it all if you’re looking for pure luxury and relaxation in the Upper Keys!
Where to Stay in Marathon
Welcome to the heart of the Florida Keys! Marathon is your perfect Middle Keys destination, offering a blend of family-friendly activities, natural beauty, and relaxing vibes. While it’s not a single key, Marathon is a charming city spread across several small islands, giving it a unique and diverse character.
If you’re a nature lover, don’t miss visiting the Turtle Hospital to see how sea turtles are rescued and rehabilitated or the Dolphin Research Center, where you can get up close with these amazing creatures. For some beach time, head to Sombrero Beach or dive into the underwater wonders of Sombrero Reef for an unforgettable snorkeling adventure.
Budget Stay in Marathon: Rainbow Bend Resort
Traveling on a budget? Rainbow Bend Resort is the perfect no-frills option for those who want a relaxing stay without breaking the bank. The resort features cozy suites with kitchenettes, free breakfast, a pool, and even a private beach for that laid-back Florida Keys vibe.
As a bonus, your stay includes free use of kayaks, paddleboards, and bikes, making it easy to explore the beautiful surroundings. The hotel is simple and charming and right in the heart of Marathon, making it great for a low-key, budget-friendly getaway.
Family-Friendly Stay in Marathon: Hawk’s Cay Resort
Looking for a spot that your whole family will love? Hawk’s Cay Resort is a top choice in Marathon and a dream destination for families. Located on its own little island, Duck Key, this resort offers five pools, a private lagoon, and a fun kids’ club packed with activities.
There’s plenty for parents, too, with a luxurious spa, poolside cabanas, and multiple dining options. And for the adventurous? On-site dolphin encounters, water sports, and snorkeling tours start right from the property. This place truly has it all for a stress-free family vacation.
Luxury Stay in Marathon: Isla Bella Resort
For those who want to treat themselves, Isla Bella Beach Resort is the definition of luxury in Marathon. Sitting on 24 stunning acres at the base of the Seven Mile Bridge, this resort is a slice of paradise.
With over 150 elegant rooms, five sparkling pools, a full-service spa, and delicious dining options, you’ll have everything you need for a relaxing and memorable stay. Families will love the fun weekly activities like beach kickball and seashell decorating, while couples can soak in the tranquil vibes. It’s the perfect spot to unwind and enjoy the Florida Keys in style.
Where to Stay in Islamorada
Technically, Islamorada isn’t just one island but a village made up of six keys: Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, plus the offshore islands of Indian Key and Lignumvitae Key.
If you love fishing, water sports, or snorkeling, this is the place to be. Known as the “Sportfishing Capital of the World,” Islamorada is an absolute dream for anyone who loves being out on the water.
And while Key Largo claims to be the “Diving Capital of the World,” we have to say Islamorada has some of the best snorkeling experiences. Alligator Reef Lighthouse is a must-see; its clear blue waters and vibrant sea life are something you’ll never forget.
Whether you’re looking for adventure or just a relaxing getaway, Islamorada has a little bit of everything. It’s truly a slice of paradise in the Florida Keys.
Budget-Friendly Stay in Islamorada: Island Bay Resort
Looking for a serene, affordable retreat in Islamorada? Island Bay Resort is a hidden treasure. This picturesque property offers a no-frills escape with stunning views and cozy accommodations.
The resort is tucked away in a secluded spot, creating a tranquil environment that feels like your private paradise. With only 10 charming cottages, it’s perfect for couples or solo travelers seeking peace and quiet. Each cottage is thoughtfully designed with a kitchenette, private outdoor seating, and direct access to the property’s beautiful beach.
That said, the cottages are small and can only accommodate two people, so you’ll need to book additional cottages if you’re traveling with a group or family. Its intimate vibe and unbeatable pricing make it an ideal choice for couples or friends looking for a quiet getaway.
Islamorada The Caribbean Resort
The Caribbean Resort in Islamorada will always have a special place in my heart. It’s not just my favorite resort in the Florida Keys.
This isn’t your typical hotel. It’s more like a tropical retreat. If you’re planning a trip to the Keys with a big group or your family, this is the spot to stay.
The resort has 21 more charming, Caribbean-style houses, each big enough to accommodate 6 to 10 people. When your family visits, you love having plenty of space in one house, complete with a full kitchen and even a washer and dryer. It makes everything feel so easy and comfortable.
There’s also a dreamy zero-entry pool and hot tub that make you feel like you’re in a private paradise. And if you’re into activities, the resort has a marina, a long fishing dock, kayaks, and bikes you can use to explore the island.
Whether you’re here for a special occasion or just a relaxing getaway, the Caribbean Resort is a slice of paradise you won’t want to leave.
Islamorada: Islander Resort
If you’re traveling with family, Islander Resort is one of the best places to stay in the Upper Keys. This centrally located resort captures the relaxed charm of Islamorada while offering updated facilities and fun amenities for all ages.
The resort, which recently underwent a renovation, has everything a family could want. Activities include putting green, pickleball courts, beach volleyball, paddleboarding, and access to a private beach with cabanas. Multiple pools, including one designed for kids, ensure everyone has a great time.
What sets Islanders apart are its family-friendly extras: movie nights under the stars, live music, beachside yoga, and even craft activities for kids. The spacious accommodations, which range from standard rooms to multi-bedroom suites, make it easy for families to stay together comfortably.
Islander Resort is the perfect base for a family adventure and is conveniently located near some of Islamorada’s best attractions, restaurants, and shops.
Whether you’re looking to relax by the pool or get out and explore the Keys, this resort has you covered.
Where to Stay in Big Pine Key
Get ready to leave the Middle Keys behind, cruise over the famous Seven Mile Bridge, and step into the laid-back vibes of the Lower Keys! While most people think “Lower Keys” means Key West, there’s actually a whole string of islands to explore before you hit the Southernmost Point.
One of the best spots in the Keys is Bahia Honda State Park. It’s right at the southern tip of the Seven Mile Bridge and offers some of the most stunning views in the area. Just down the road, you’ll find No Name Key, where you can catch a glimpse of the adorable.
When it comes to places to stay in the Lower Keys, most of the action is around Big Pine Key and Cudjoe Key. Hotels here are pretty limited, so most people opt for cozy vacation rentals or Airbnbs, which are the perfect way to feel at home while you explore.
If you’re into camping or RVing, you’re in luck! There are several campgrounds in the area, including some right in Bahia Honda State Park. It’s a great way to stick to your budget while still soaking in all the natural beauty this area has to offer.
Where to Stay in Key West
Key West is a vibe! From grabbing key lime pie on a stick to hopping on water adventures or checking out the lively bars and restaurants, there’s always something fun to do here. Plus, it’s not just any island; it’s the southernmost point of the continental U.S., which makes it extra special.
There are two main areas on the island to choose from when it comes to where to stay: Old Town and New Town.
- Old Town is the heart of Key West. Think charming Victorian-style houses, cute art galleries, and historic landmarks. If you want to be in the middle of the action near spots like Duval Street and Mallory Square, this is the place to be. Just know it’s a compact area, so accommodations here are on the pricier side.
- New Town, on the other hand, is on the quieter, more spacious side of the island. It’s perfect if you want modern hotels and a little extra breathing room, plus free parking! And don’t worry, it’s just a short drive to all the fun in Old Town.
Discover Stock Island: Key West’s Neighboring Escape
Stock Island is the perfect place to stay if you want to be close to Key West without staying right in the middle of the action. It’s so close that many hotels and campgrounds claiming to be in Key West are actually here. We stayed on a boat we found through Airbnb and made the quick drive into Key West, parking with ease. It was so nice to leave the city behind at the end of the day and relax by the water in peace.
One thing to note is that Stock Island is one of the last places in the area where Airbnb rentals are still allowed. Most of the options we saw were boats. It’s a unique way to experience the island! While you’re here, don’t miss visiting the Key West Tropical Forest & Botanical Garden. It’s a beautiful and peaceful spot to take in the natural surroundings.
Where to Stay in Stock Island
- Hemingway Hideaway
- Parrot Key Hotel & Villas
- Oceans Edge Key West
- The Perry Hotel Key West
Whether you prefer a cozy boat rental or a luxurious hotel, Stock Island has options for every kind of traveler. It’s the ideal base for exploring everything the area has to offer.
Old Town Key West
If you’re heading to Old Town Key West and looking for a place to stay, there’s something for everyone, but finding the right fit can take a little planning, especially for budget travelers. A great option is NYAH Key West. It’s got a trendy vibe and dorm-style rooms with bunk beds, perfect for solo travelers or small groups who want to stick together without breaking the bank.
We recommend the Hyatt Centric Key West Resort and Spa for families. It’s in the heart of Old Town, close to everything on Duval Street, the Key West Historic Seaport, and great spots like the Conch Republic Seafood Company and Key West First Legal Rum Distillery. It’s a fantastic base for exploring.
If you’re traveling without kids and want something a little more peaceful, check out the Almond Tree Inn. It has a lovely garden vibe, cozy bungalow-style rooms, and a little slice of paradise. The Pier House Resort & Spa is right at the end of Duval Street, near Sunset Pier. This place has a rare private beach and on-site restaurants, and it is great for a mix of relaxation and fun.
If luxury is what you’re after, you’ve got to see the Casa Marina Resort. Their beachfront suites are next-level, right on the ocean, and some even have private lanais. If you’re celebrating something special or just want to treat yourself, this is the place to splurge.
Are you traveling with a group? Vacation rentals in Key West are a fantastic option. Compared to traditional hotels, you’ll save money, and having a kitchen or shared living space can make your trip even more fun and convenient.
Whether you’re traveling on a budget, planning a family trip, or looking to indulge in luxury, Old Town Key West has something that’ll fit your style and make your stay unforgettable!
New Town Key West
New Town Key West has a more laid-back and traditional feel compared to the bustling Old Town, but it’s still just as lovely! Plus, staying here can help you save some money, especially if you visit during the off-season, like in the summer.
If you’re looking for a fun, adults-only escape, check out Havana Cabana Hotel. This charming, Cuban-inspired spot features tropical touches like a poolside mojito bar and a delicious food truck right on site.
For families, the Margaritaville Beach House is a fantastic pick. Inspired by the easygoing vibe of Jimmy Buffett, it’s right across from Smathers Beach, a perfect spot to enjoy the water without spending a dime. The resort also keeps everyone entertained with daily activities and games for kids and adults.
Another solid choice is the DoubleTree by Hilton Grand Key Resort, where we stayed during our last visit. It’s the perfect mix of tropical getaway vibes and modern comforts. Plus, their free shuttle to Old Town made exploring Key West much easier!
If you’re after a luxury stay, New Town may not be the best fit, but it’s a great option for budget-conscious travelers and families. You’ll want to head over to Old Town instead for high-end accommodations.
Final Thoughts
There are so many amazing places to stay in the Florida Keys, depending on what kind of experience you’re looking for.
Thinking about the vibe you want and the activities you’re excited to do will help you pick the perfect spot.
The Upper Keys might feel like paradise if you’re into underwater adventures. But if good food and a lively atmosphere are more your style, you’ll probably love Key West!