One Stop Guide for the Best Places to Stay in the Florida Keys

Lounging at Isla Bella Beach Resort in Marathon in the Florida Keys

Looking for the perfect paradise of a vacation in the Florida Keys but not sure where to stop or where to stay? Check out our complete one stop guide for the best places to stay in the Florida Keys to help you plan your dream vacation or road trip through one of America’s best road trip locations and one of the best warm winter vacation spots in the United States

We have multiple options for where to stay in the Florida Keys whether you plan on spending your entire holiday in one spot or are looking to do a complete road trip.

Our guide to the best places to stay in the Florida Keys also highlights the best activities nearby at each location and hotel selections for where to stay including information on the rooms and amenities available.

Let us help you plan your trip! Looking to plan a road trip? Be sure to check out our 5 day Florida Keys road trip itinerary too!

Disclaimer: This post contains affiliate links. By booking a hotel through our links we receive a small commission at no extra cost to you! We have multiple booking options below so you can compare or book on your favorite hotel booking platform.

Happy travels!

Table of Contents
    1. Key Largo
    2. Islamorada
    3. Marathon
    4. Lower Keys
    5. Key West

Key Largo

Key Largo from above

One of the best places to stay in the Florida Keys is the northern Keys, specifically Key Largo. Key Largo has that laid back tropical beach vacation vibe going on at all times just like the Beach Boys song. Key Largo is also where you’ll find some of the best snorkeling and dive spots offered in all of the Keys along one of the most scenic drives in Florida.

There are plenty of restaurants and bars nearby if you’re planning on staying in this area a few days including some incredible seafood.

Things to do Nearby

Underwater Christ of the Abyss at John Pennekamp Coral Reef State Park snorkeling tourKey Largo has plenty of activities that could keep you here an entire vacation and is why this is such an ideal place to stay in the Florida Keys whether you stay for one night or an entire week. 

The most popular attractions include outdoor spaces and preserves like  John Pennekamp Coral Reef State Park which protects the only living coral reef in the United States, there are plenty of water activities to enjoy here from snorkeling to kayaking.

Crocodile Lake National Wildlife Refuge and Butterfly garden is another great stop that preserves and protects the American crocodile habitat as well as the Dagny Johnson Key Largo Hammock Botanical State Park.

And another one of our favorite sustainable activities in the Florida Keys in Key Largo is the Florida Keys Wild Bird Rehabilitation Center in Tavernier.

Being in Key Largo also means you have easy access to explore Everglades National Park as well.

Places to Stay in Key Largo
Kona Kai Beach Resort in Key Largo

Lounging at Kona Kai

Kona Kai Resort Gallery & Botanic Gardens

This boutique property is the perfect place to stay in the Keys if you’re looking for a charming, quiet spot with an incredible waterfront location. This resort offers 13 individual charming, beachy cottages for its guests located in one of the two only frost-free tropical botanic gardens in the United States. 

With your stay you get free access to kayaks, stand up paddle boards, and paddle boats. There’s also a pool and hot tub for swimming. Along the water, you can find a dock for sunbathing, sunset watching, and hammocks under the swaying palm trees to relax.

Each of the cottages comes with a fully equipped kitchen, so if you do like to cook on vacation you have this option but there are plenty of incredible seafood restaurants nearby. Breakfast is included.

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Baker’s Cay Resort Key Largo

This incredible 4-star hotel is another perfect place to stay in the Florida Keys in Key Largo. The airy and cozy rooms come with balconies overlooking its waterfront location. You can easily upgrade to a 1-2 bedroom suite with separate living rooms and fully equipped kitchens. 

There are two restaurants on site, two pools, a spa, and a gym all on site. You can rent water activity equipment here as well.

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Sunset at Moorings Village in Islamorada a great place to stay in the florida keysIslamorada is another fantastic place to stay in the Florida Keys whether you’re on a road trip making your way down to Key West or looking for a relaxing place to spend your entire vacation at. Islamorada is a very quiet and peaceful place popular for watersports and fishing. 

There are plenty of seafood restaurants and bars nearby for your stay. This area is perfect for a relaxing vacation or for water adventurers!

Things to do Nearby

Dining at Morada Bay Beach Cafe in the Florida KeysSome of the best things to do in Islamorada are all of the water activities from sport fishing, snorkeling, kiteboarding, wakeboarding, boat tour, kayaking, and stand up paddleboarding.

There’s also the Indian Key Historic State Park where you can find shipwreck remains from the 1800s, Windley Key Fossil Reef Geological State Park, and Long Key State Park.

There are also three different breweries here including the Florida Keys Brewing Co., Islamorada Beer Company, and Heartbreakers Brewhouse.

Also, be sure to check out Anne’s Beach or Library Beach for a white sandy place to cool off in the water and Robbie’s of Islamorada for the famous tarpon fish feeding!

Places to Stay in Islamorada
Moorings Village in Islamorada from above

Moorings Village in Islamorada

Amara Cay Resort

Another great place to stay in the Florida Keys in Islamorada is the Amara Cay Resort. This upscale 3-star resort has a gorgeous waterfront location with gorgeous rooms with chic decor. Many rooms have balconies with ocean views, sitting rooms, and kitchenettes.

Relax at the poolside rum bar, hang out in a hammock or swim at the private beach, or relax in the heated outdoor pool that looks out at the ocean or play bocce ball.

There is also an American restaurant on site with a tiki bar and a fitness center.

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Postcard Inn Beach Resort and Marina at Holiday Isle

This gorgeous 3-star property is located on its own private white sand beach. The casual rooms have nautical inspired decor and upgraded rooms offer ocean view balconies and whirlpool tubs, separate living areas, and kitchenettes.

There are plenty of places to eat and drink here including 4 different bars and restaurants. One of them being a tiki cocktail bar. There are also two pools on the property and boat rentals available here.

This is a great place to stay in the Florida Keys if you’re looking to soak up some time by the pool or beach.

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Moorings Village

If you’re a fan of the Netflix series Bloodline then you will recognize this property! This luxury 4-star hotel is an iconic place to stay in the Florida Keys. This gorgeous property is set on an 18-acre former coconut plantation right on the water, talk about a perfect paradise setting.

The upscale beach cottages offer anything from 1 to 3 bedrooms with full kitchens and furnished porches for the perfect place to hang out while you’re on vacation. Some cottages even have full laundry appliances and beach views.

There’s a heated outdoor pool, tennis court, fitness center, spa, hammocks, and watersport equipment included in guest amenities during their stay. The watersport equipment includes paddleboards and kayaks as well as bicycles so you can ride around to restaurants and other Islamorada activities nearby.

We also dined here at the Morada Bay Beach Cafe which was delicious and the perfect place for a sunset meal.

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Megan walking through palm trees at Isla Bella Beach Resort in Marathon in the Florida KeysAnother lovely place to stay in the Florida Keys is the city of Marathon, located on a set of 13 islands in the Keys. This is where you can find some of the best sport fishing, boating activities, and beautiful sandy beaches in all of the Florida Keys with tons of waterfront restaurants to choose from and other watersports like jet skiing, kayaking, and paddleboarding.

Things to do Nearby

A turtle with Bubble Butt at the turtle hospital in Marathon FloridaMarathon has tons of great options for activities to enjoy including one of the best beaches in the Florida Keys, Sombrero Beach. This is where you can also witness marine life responsibly at the Turtle Hospital. 

This is where you can also enjoy some nature at Crane Point Hammock, Curry Hammock State Park, and Bahia Honda State Park.

You’ll be just before the famous 7-mile bridge that’s completely surrounded by water and you can learn about the history on Pigeon Key Island.

Places to stay in Marathon
lounging at Isla Bella Resort in Marathon

Lounging at Isla Bella Resort

Isla Bella Resort

This gorgeous 4-star resort is the perfect place to stay in the Florida Keys if you’re looking for a relaxing vacation. Located right on the water there is a beach bar and restaurant on the property as well as several pools and beach cabanas perfectly located under the shade of swaying palm trees.

The rooms are spacious and luxe with their own private balcony and seating areas facing the water.

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Tranquility Bay Beachfront Hotel & Resort

Another incredible place to stay in the Florida Keys in Marathon. This beautiful 4-star property offers brightly decorated rooms as well as 2 to 3 bedroom beach houses that have fully equipped kitchens, living spaces, and private porches with waterfront views.

There is enough here to entertain the whole family including 3 pools, putting green and a beachside bar. There is also a Mediterranean restaurant on site.

There’s beach access as well as a fitness center and spa on site.

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Lower Keys

View of the 7 mile bridge in the Florida KeysCloser to Key West down the Overseas Passway is another fantastic place to stay in the Florida Keys Lower Keys. Compared to the other places to stay in the Keys the Lower Keys are much quieter and laid back before getting to the party central in Key West.

Connected to Marathon by the 7-mile bridge, there are multiple Keys to explore here including Big Pine Key.

This is also where you will find the famous endangered Key Deer. We had a hard time believing there was enough room for the deer to live, but there is a whole population who lives here.

This is also a great place for water activities like kayaking, fishing, diving, and swimming.

Things to do Nearby

You’re now on the other side of the famous overwater 7-mile bridge as well as other outdoor areas to explore. Connect with nature at the National Key Deer Refuge and Bahia Honda State Park.

This is also where you can find the freshwater Blue Hole and great kayaking at No Name Key.

And by being just on the other side of the bridge from Marathon you have all their activities to explore as well as everything nearby in Key West.

Places to Stay in the Lower Keys

megan and scott stealing a sunset in the florida keys

Hawk’s Cay Resort

A great place to stay in the Florida Keys in the Lower Keys is Hawk’s Cay Resort on the island of Duck Key. This gorgeous oceanfront resort is located on a marina. 

The rooms are laid back, many of which have private balconies and you can ask for one with ocean views. There are also villas available that have 2-3 rooms with fully equipped kitchens and some even with their own private pools.

Don’t miss out on the 5 outdoor pools, fitness center, tennis courts, putting green, and spa facilities. 

There are also restaurants on site as well as access to book watersport activities like fishing and diving.

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Key West

Cinema Tropic in Key WestKey West is undeniably the most popular of places to stay in the Florida Keys. This southernmost part of Florida and the US, only 90 miles away from Cuba, is where you can find the nightlife and all the action when it comes to entertainment in the Keys. What Key West has no shortage of history and culture either. With tons of historic homes to tour and even stay in to their maritime history.

Key West also has some great diving and water activities to enjoy, but not really the best beaches of the Keys if you’re looking for a sandy beach getaway. 

Things to do Nearby

The Hemingway House in Key WestThere’s so much to do in the concentrated area of downtown Key West that you can easily pack alot in one day or over several days depending on how long you’re staying.

Some of the most famous things to do include walking down the shops and bars that line Duval Street, enjoy the sunset celebration at Mallory Square with street performers, party all night at any of the many clubs and bars, check out museums in historical homes like the Hemingway House and Truman Little White House to museums like the Key West Shipwreck Museum.

Don’t miss checking out famous stops for photos like the Mile 0 Marker and the Southernmost Point of the continental US.

You also don’t want to miss trying the famous key lime pie here in Key West, if you fall in love like we did then you may want to learn how to make a Florida key lime pie recipe at home too!

Be sure to read this post if you only plan on doing a one day trip to Key West.

Places to Stay in Key West
Perry Hotel Key West Room

Room at the Perry Hotel Key West

Courtney’s Place

This is a great place to stay in the Keys if you find yourself wanting to have a B&B style accommodation in the heart of Key West. This charming cottage property is a family run B&B with a relaxed atmosphere just one street away from Duval Street, where all the action is.

There are various options for accommodation style here from individual rooms to renting an entire cottage. Cottages come with kitchens or kitchenettes depending on which one you rent as well as porches.

There is a pool on site, free breakfast, tropical garden, barbeque area, and bike rentals available.

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Perry Hotel Key West

Located about a 10-minute drive away from all the action in the heart of Key West, this is an ideal place to stay in the Florida Keys party central if you’re looking to remove yourself from the party when you sleep. This quiet location is located right in the Stock Island Marina.

The rooms are cozy and modern with balconies or terraces overlooking the water or outdoor pool area. 

There are scooters available for rent on the property to take down to Key West or you can use their free shuttle service. There’s a great restaurant and bar on site as well.

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Southernmost Beach Resort

Another one of the most beautiful places to stay in the Keys if you’re in Key West is in the heart of all the action one block off of Duval Street. This gorgeous colonial-style hotel is right on the water with a prime location next to the Southernmost point of the continental US!

Most of the airy, cozy rooms have views of the water and some even offer waterfront balconies.

There are 4 bars on the property, full spa services, 3 pools, croquet, bocce ball, beach chairs, fitness center, and parking. There’s also access to a private pier and beach for guests.

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The Marker Key West

Another gorgeous property in Key West and a fantastic place to stay in the Florida Keys is the Marker Key West. Located in the heart of downtown Key West, this upscale hotel is situated right on the water.

The modern rooms include private balconies with either a pool or harbor view. There is an exercise room, 3 pools, restaurant, bar, and bike rentals available on site.

The setting here makes for an absolute tranquil getaway close to all the nightlife and entertainment.

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