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playa largo one of the best places to stay in the florida keys

Where To Stay In The Florida Keys: Best Hotels and Islands

You are here: Home / Cities / Where To Stay In The Florida Keys: Best Hotels and Islands

September 22, 2022 //  by Florida Trippers

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Are you looking for where to stay in the Florida Keys for your next vacation? You’re in luck, we have an expertly-curated compilation of all the best Florida Keys accommodations available!

When it comes to places to stay in the Florida Keys, there’s a wide array of options, and it really just depends on what your travel circumstances are: Are you traveling alone, with a partner, or with a group/family?

The best places to stay in the Florida Keys for you will depend on your answer to the previous question, so make sure to keep that in mind when you’re picking out your Florida Keys accommodations!

Are you maybe going on a honeymoon? That’s perfect because there is an area that’s perfect for cavorting with your loved one, which makes it the best place to stay in the Florida Keys for couples!

What about traveling with a large family? We have hotels that are in the best areas to stay in the keys with a family, so we have you covered!

a picture of a covered pier on the beach at Key West at sunrise

Understanding Florida Keys Islands

For all intents and purposes, you can do pretty much anything and everything on Key West, but does that mean its the only island worth staying on? Absolutely not, far from it!

Each island has its strengths, so if you’re looking for somewhere romantic you should check out Key Largo, if you’re traveling with a family check out Marathon, and if you’re looking to save where you can check out Islamorada!

In between figuring out where to stay in the Florida Keys, we also have a post on all on the Islands in the Florida Keys and which ones you shouldn’t miss!

Whether you’re looking for luxury on the beach or convenience on a budget, we have at least one option for everyone so check out our picks of where to stay in the Florida Keys, and before you know it you’ll be on the beach!

A picture of the highway that goes through the Florida Keys all the way to Key West

Key West is Where to stay for First Timers

Really everything you could want from a Florida Keys Experience(TM) can be found in Key West, and if you don’t want to drive there it’s your best option unless somehow you have a friend with a private runway and jet!

That being said, Key West is one of the best places to stay in the Florida Keys bar none!

The airport that most people come through is the Key West International airport, which is the one we recommend, especially if it’s your first time in the area!

There are a ton of Fun Things To Do in Key West, so check out our post for some ideas!

Most of the activities that people come to Key West for are ocean-related, so it’s usually the most convenient to stay near the oceanfront especially if you’re going somewhere like Dry Tortugas!

If you want to see more, we have an article entirely dedicated to Where To Stay In Key West!

woman standing at the end of key west road trip at route 0

Best places to stay in Key West

The Conch House Heritage Inn

Are you looking for where to stay in the Florida Keys that has a beach-boys vintage vibe?

Introducing The Conch House Heritage Inn!

This charming bed and breakfast is one of the best hotels in the keys, especially if you’re looking for something that’s conveniently located and adults-only!

The rooms are all air-conditioned and come with a TV, but if you’re looking for a lot of on-site amenities, there are better options for you on this list!

Located in the heart of Key West, every single thing you could want to do on the Island is just a short walk away!

Whether it’s walking to the beach, partying on Duval street, or just enjoying the fun atmosphere, it’s only a short walk back to the hotel!

The central location and extreme walkability make this one of the best places to stay in the Keys if you want to explore Key West easily and hassle-free!

Click here to check rates on booking.com

A picture of the Conch House Heritage Inn during the day, where to stay in the Florida Keys
The Conch House Heritage Inn via booking.com

Amsterdam’s Curry Mansion Inn

Love the vintage vibe of the Conch house, but want something farther north with more of an antique vibe?

We have the perfect option of where to stay in the Florida Keys for you: Amsterdam’s Curry Mansion!

This gorgeous bed-and-breakfast is the lace doily pastel hotel of your dreams, and it’s also one of the best places to stay in the Keys!

Like others on this list, this gorgeous hotel is less than a 5-minute walk from anything you could hope to experience in Key west, which is why it’s one of the best places to stay in the Keys!

Click here to check rates on booking.com

A picture of the Amsterdam's curry mansion  in Key west during the daylight hours, a white building on red pavement
Amsterdam’s Curry Mansion Inn via booking.com

Where to stay for Dry Tortugas

Havana Cabana

Are you going to visit Dry Tortugas national park and looking for where to stay in the Florida Keys for the most hassle-free experience?

You’re in luck because Havana Cabana at Key West is the best place to stay in the Keys for you!

Located right on the oceanfront, this hotel is also very close to the airport, which makes it one of the best places to stay in the Florida Keys!

The luxurious atmosphere and high quality of service alone are worth writing home about, so check it out for yourself if it’s YOUR best place to stay in the keys!

Click here to check rates on booking.com

A picture of the gorgeous pool area at Havana Cabana , where to stay in the Florida keys For  a good time!
Havana Cabana at Key West via booking.com

Marathon Is the Best Island in the Keys for Families

While technically Marathon is spread across several Islands, the city of Marathon is Regarded as a single entity, one that’s full of fun stuff to do which is why it’s possibly the best Key in Florida!

The abundance of family-friendly and outdoor activities nearby solidifies this as one of the best options for where to stay in the Keys with a family!

In terms of lodging in the Florida Keys, this is one of the best areas to stay in if you like gorgeous hotels!

In addition to the great accommodations, there are a ton of Great Things To Do in Marathon, so make sure you check our post in case you’re missing that last fun thing to add to your schedule!

Truly when it comes to looking for where to stay in the Keys with Kids, Marathon is your best bet!

If you’re still not yet convinced that Marathon is one of the best areas to stay in the Florida Keys, just check out some of our best picks of where to stay in the area and see for yourself!

A picture of a dark orange lighthouse that has a sign that says welcome to marathon in bright blue letters

Best Places to stay in Marathon

Seascape Resort & Marina

Are you looking for where to stay in the Florida Keys near Marathon, and looking for something luxurious right on the ocean?

Lucky for you, Seascape Resort and Marina checks all of the boxes!

Located ON the oceanfront, this hotel has its own private docks, and you can snorkel right on the beach, this alone makes it arguably the best place to stay in the keys, especially if you prefer to stay in your own private area away from people!

The property features an outdoor kitchen, which makes for some really fun entertaining and cooking experiences with loved ones, which makes it one of the best vacation spots in the Florida Keys!

If that weren’t enough of a sell, this gorgeous accommodation also comes with free kayaks and bikes for you to enjoy the scenery with!

Click here to check rates on booking.com

A picture of the Seascape resort at dusk
Seascape Resort and Marina via booking.com

Grassy Flats Resort & Beach Club

Love the luxury of Seascape, but want more of a hotel-y vibe? We have the perfect option of where to stay in the Florida Keys for you!

Grassy Flats Resort & Beach Club is the luxury hotel beach experience of your dreams and on the best Key in Florida no less!

On-site amenities feature a private beach, on-site bar, outdoor pool and sunning area, and delicious bbq restaurant!

The area is popular for snorkeling, fishing, and the hotel even rents equipment in case you don’t want to bring your own!

Some rooms also come with a full kitchenette, in case you’re someone who likes to prepare food in the room for the day before you leave!

The amenities and access to a kitchenette make this one of the best place to stay in the Keys for people who are extra-conscious of food allergens or have dietary restrictions!

Click here to check rates on booking.com

A picture of the pool area at Grassy flats Resort , facing the ocean with the hotel's pool in the foreground
Grassy Flats Resort & Beach Club via booking.com

Fairfield by Marriott Inn & Suites Marathon

Love the vibes at Grassy Flats, but want something with a little more name recognition?

Lucky for you we have the perfect option for where to stay in the Florida Keys!

Fairfield by Marriott Inn & Suites is here to make sure your vacation dreams come true!

The pool alone is worth booking a stay for, any closer to the ocean and it would literally be IN the ocean!

On top of the beautiful pool area, the hotel features a business center and twenty-four-hour fitness center!

This is another hotel that is ideal for people that are planning on spending more time outside doing things than staying in the room, but if you want the “I’m not leaving my room for anything” experience we have great options for that too!

Click here to check rates on booking.com

A photo of the pool area at the Fairfield By Marriott, where to stay in the Florida Keys
Fairfield by Marriott Inn & Suites via booking.com

Key Largo: The Romantic Place to stay in the Keys

Did you know that the first of the Florida Keys is also the most romantic? We are referring to none other than Key largo of course, it’s the best place in the Florida Keys for couples!

In addition to being incredibly romantic, this is also the best part of the Florida Keys to stay if you’re looking for top-tier snorkeling and underwater fun!

Really, if you prefer places without kids on your vacations, then this is the best part of the Florida Keys to stay for you!

In general, another thing that makes Key Largo the best place in the Florida Keys for couples is the fact that generally there aren’t usually a whole lot of families in this area – so no screaming kids! What could be more romantic than that?

In addition to the great locale, there are also a ton of Fun Things To Do in Key Largo as well!

Truly, if you’re planning to do a lot of snorkeling on your trip, this is one of the best areas to stay in the Florida Keys!

photo of woman standing in palm trees at one of the best islands in the florida keys

Best Key Largo Hotels

Bakers Cay

Looking for where to stay in the Florida Keys that are on the oceanfront and has an artsy-indie vibe?

Look no further, we have one of the best vacation spots in the Florida Keys for you!

Bakers Cay Resort Key Largo is our FAVORITE option for where to stay because the gorgeous decor and atmosphere make it one of the best if not THE best place in the Florida Keys for couples!

The resort sits right at the water’s edge, and has several outdoor areas that allow you to enjoy the beautiful scenery – and the insides are quite nice as well!

Since this is in the more romantic area of the Keys, we definitely would say that this is not where to stay in the Keys with Kids!

The lobby is done in lots of whites and metals, and the bathrooms feature stunning wall art – it’s one of the best vacation spots in the Florida Keys especially if you love an elevated aesthetic!

We would say this is the best place to stay in the Keys, but decide for yourself!

click here to check rates on booking.com

A picture of the outdoor seating area at Baker's Cay Resort , where to stay in the Florida Keys
Baker’s Cay Resort Key Largo

Playa Largo

Are you searching for where to stay in the Florida Keys near Key Largo, and wanting it with a side of farm-to-table fantasy?

Playa Largo Resort & Spa is here to check all your boxes!

If you’re looking for gorgeous on-site amenities and two fantastic on-site restaurants, this is definitely where to stay in the Keys for you!

The resort sits on almost 15 acres of gorgeous seaside property, part of which is home to a seaside garden, which supplies the on-site restaurants with artisanal/seasonal offerings for their menus.

Really the emphasis here should be on how gorgeous the menus at these restaurants are, so much of it features ingredients that are grown in the bucolic seaside garden – and if you like fine dining you know how important the location where ingredients are grown can be.

In addition to the elite dining options, the resort features a full-service spa and private villas at the pool. a firepit, watersport facilities, and a fitness center as well!

This is the best hotel to stay in the Keys if you’re looking for something closer to an all-inclusive experience and plan to be spending most of your time on the hotel’s campus!

For this reason, this is our pick for the best place in the Florida Keys for couples!

Click here to check rates on booking.com

A picture of the pool area at the Playa Largo Resort, where to stay in the Florida Keys
Playa Largo Resort & Spa via booking.com

Islamorada is where to stay in the keys on a budget

If you’re looking for where to stay in the Florida Keys on a budget and can do without all the extra fancy-schmancy stuff, but still want a great vacation experience – we have the perfect places to stay in the keys for you!

Even though this is technically a budget area, this is still one of the best vacation spots in the Florida keys!

One of our favorite activities in this area is feeding a giant tarpon at Robbie’s of Islamorada, it’s one of the best places to vacation in the Keys if you like interacting with wildlife and being outside!

Aside from Robbie’s, there are also a great number of other Fun Things To Do in Islamorada!

When it comes to lodging in the Florida Keys on a budget, some of the options we have are so nice that you would never even know just by looking!

Even if you don’t have a ton of money to spend, you deserve a great vacation spot, and our options of where to stay in the Florida Keys get you one step closer to fully realizing the dream!

A picture of Robbie's of Islamorada during the day, there are boats in the water, and people are walking across the deck, there is a bright yellow and red sign that says "Robbie's"
Editorial credit: lazyllama / Shutterstock.com

Best hotels in Islamorada

Pines and Palms Resort

Looking for where to stay in the Florida Keys on a budget that has in-unit kitchens and great on-site amenities near Key Largo?

Pines and Palms Resort is one of the best hotels in the Florida Keys for you then!

This gorgeous option for where to stay in the Florida keys has an ocean-facing salt-water pool, tiki-themed bar, and private beach!

This is a great option for those who are planning on spending a lot of time just at the hotel and not doing too much exploring

Click here to check rates on booking.com

A bird's eye view of the Pines and Palms Resort
Pines & Palms Resort via booking.com

Cheeca Lodge & Spa Islamorada

Love the vibes at Pines & Palms, but want something a little bit more spacious?

Cheeca Lodge & Spa Islamorada is where to stay in the Florida Keys for you!

The hotel sits on 27 acres of lush oceanfront land that features a private beach and 9-hole golf course, full-service spa, and private fishing pier, which makes it one of the best hotels in the Florida Keys for people who like the ocean and golfing together!

The hotel also boasts three on-site restaurants and a tiki bar, so this is another really great spot for the hotel hermits among us!

Click here to check rates on booking.com

A picture of the gorgeous ocean view right outside the balconies of the cheeca lodge and spa that feature an outdoor tub and sitting area
Cheeca Lodge & Spa via booking.com

Key West is the best place to stay in the Florida keys for the beach

I know we have already covered where to stay in key west but hear us out: it’s actually so good it’s worth mentioning twice!

The previous section of hotels in Key West featured hotels that are located for convenience, these next few are purely for the gorgeous looks and oceanfront beauty!

For this group, we saved two of the absolute best hotels in the Keys, one of them being arguably the best place to vacation in the keys period!

woman standing on smathers beach during a weekend in key west

Where to stay in the keys for the beach

The Capitana

Want a new hotel with modern fixtures that is a literal stone’s throw from the ocean?

Capitana Key West is where to stay in Key West for that very same thing!

This hotel has a more slim selection of on-site amenities, but the ones it does have are great: the pool area is gorgeous, all rooms are air-conditioned, and the majority of them have a balcony with an ocean view!

The only cooking utilities available in these rooms are microwaves, so if you’re looking for a hotel that has the amenities for cooking most of your own food then perhaps look elsewhere!

This is one of the best hotels in the Florida Keys for people who are planning on spending only a short amount of time in the actual room!

Click here to check rates on booking.com

A picture of the pool are at the Capitana Key West, where to stay in the florida keys for a good time
The Capitana Key West via booking.com

Margaritaville Beach House

Want something with all the amenities that’s still less than a 20-minute walk from Duval Street AND on the ocean?

Perhaps we saved the best for last because Margaritaville Beach House is where to stay in Key West if you want all of those things!

This is perhaps the best place to stay in the Keys because it has everything you would want: A bar, a restaurant, a pool, a fitness center, and a killer ocean view – and on one of the best islands in the Florida Keys no less!

Click here to check rates on booking.com

Margaritaville Beach House via booking.com

Category: Cities, Key West, Regions, The Florida Keys, Where to Stay

Previous Post: «beautiful teal water with a woman with red tinted hair and a red bathing suit with black and yellow flippers snorkelling underneath the water's surface at one of the fun things to do in the Middle Keys! 12 Best Things To Do In The Middle Keys You Shouldn’t Miss!
Next Post: 12 Best Things To Do In The Upper Keys You Shouldn’t Miss! woman standing in the water in key largo one of the upper keys in florida»

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