Hello everyone! I’m Lucy, your friendly travel enthusiast with a penchant for sunshine, delicious food, and a touch of irony.
When I decided to escape the hustle and bustle of daily life and head to Key West, I thought, “Why not blend the laid-back island vibes with a sprinkle of Italian charm?”
So, I packed my suitcase full of summer dresses, sunscreen, and a mindset ready for a mix of beach bliss and la dolce vita. Let me take you on a tour of some of the best hotels in Key West, where every stay is an adventure and every meal is a moment to savor.
Best Hotels in Key West on the Beach
Casa Marina Key West: Where Luxury Meets La Dolce Vita
Let’s start with a hotel that makes you feel like you’ve stepped into a glamorous movie set—Casa Marina Key West, Curio Collection by Hilton. This place is the epitome of luxury, with its stunning 311 rooms and suites that make you want to throw on a pair of oversized sunglasses and channel your inner Sophia Loren. Whether you’re looking for a room with a balcony, an ocean view, or one of those walk-out lanais that practically scream “I’ve made it,” Casa Marina has you covered.
Now, let’s talk food because, honestly, what’s a vacation without indulging a little (or a lot)? The day starts off perfectly at Flagler’s Ballroom with a breakfast that rivals a feast. There’s something about eating breakfast while imagining you’re on the Amalfi Coast that just makes the pancakes taste better.
And if you’re feeling extra fancy, book a table for dinner at Sun Sun Beach Bar & Grill. Picture this: fresh seafood, a light breeze, and the sound of waves crashing. It’s like a little piece of paradise on your plate.
But it’s not just about eating and sleeping at Casa Marina. No, no, no. They’ve got a private beach that’s perfect for working on that golden tan and two tropical pools that come with concierge service because why should you have to get up for your own cocktail?
There’s also the Spa al Maré for those of us who believe that a good massage can cure just about anything. And if you’re an early riser (or if jet lag has you wide awake at 6 a.m.), the Sunrise Yoga class on the beach is a serene way to start your day.
Key West Marriott Beachside Hotel: Italian Family Reunion, Anyone?
Next on my list is the Key West Marriott Beachside Hotel, which gave me major Italian family reunion vibes.
You know, the kind where everyone’s talking over each other, the food keeps coming, and you’re never quite sure when to stop eating. This 4-star hotel offers a range of rooms, from cozy guest rooms to presidential suites, and even residences that can fit up to eight people. So, if you’re planning to bring Nonna, Zio Carlo, and the whole famiglia, this is the place to be.
The highlight here? The three-bedroom residence, which is essentially a mini-villa with three marble bathrooms (because why not?), a full kitchen (perfect for whipping up some homemade pasta if you’re feeling ambitious), and more amenities than you could ever use.
And don’t even get me started on the food at Tavern N Town. The name alone makes me want to settle in with a glass of Chianti and some hearty Italian fare. After dinner, a visit to Chicken Walk is a must—don’t worry, no actual chickens are involved, just more delicious food.
The outdoor pool is where you’ll find me, though. It’s spacious, has plenty of lounge chairs for soaking up the sun, and offers a view of the beach that’s straight out of a postcard.
If you’re the type who likes to balance out your mojitos with a little cardio (not me, but you do you), the on-site fitness center has a view of the Gulf of Mexico that might just make you forget how much you hate running.
Plus, the hotel offers a downtown shuttle, so you can explore all the top attractions Key West has to offer, like the Ernest Hemingway Home and Museum, Mallory Square, and the Harry S. Truman Little White House—because who doesn’t love a little history with their vacation?
Pier House Resort & Spa: Because Every Woman Deserves to Feel Like a Queen
If you’re looking for a hotel that combines an unbeatable location with top-notch service, look no further than Pier House Resort & Spa. This 4-star gem is a perfect blend of luxury and comfort, and let’s be honest, who doesn’t want to feel like a queen, even if it’s just for a few days?
The rooms here range from traditional to ocean view, and they even have a Dockside Suite that made me wonder if I could just move in permanently.
Now, let’s talk about the food because, well, priorities. One Duval is the on-site restaurant where you can enjoy an elegant lunch or dinner with stunning ocean views. The menu is filled with dishes that make you want to snap a photo before you even think about taking a bite. And if you’re in the mood for something a little more laid-back, the Beach Bar is where you’ll find me, sipping on a colorful cocktail and pretending I’m on the Italian Riviera.
But what really sets Pier House apart is the Tranquil Key West Spa. It’s the kind of place where you go in stressed and come out feeling like a new person. Whether it’s a massage, facial, or any other treatment you fancy, the spa will have you glowing inside and out. And if you’re the type who can’t sit still for too long, the hotel’s sunset terrace is the perfect spot to end your day, watching the sun dip below the horizon with a drink in hand.
Parrot Key Hotel & Villas: Perfect for a Group Getaway (or Just an Excuse to Eat More Gelato)
If you’re traveling with a group or just need more space to spread out (because, let’s face it, packing light isn’t always an option), Parrot Key Hotel & Villas is where you want to be.
This waterfront property offers a wide selection of rooms, suites, and villas that are perfect for longer stays. The villas, in particular, are a dream for large families or groups of friends, with some accommodating up to eight people.
So, go ahead, bring your friends, family, and maybe a few extras—there’s room for everyone.
One of the things I loved about Parrot Key was the variety of views you could choose from: waterfront, partial water view, or garden view.
And speaking of views, the four pools scattered throughout the property ensure that you’re never too far from a refreshing dip.
Plus, the Grove Kitchen & Bar is the on-site restaurant that’s open for breakfast, lunch, and dinner, offering everything from fresh salads to hearty entrées. And yes, they do pool and beach delivery, so you never have to leave your lounge chair if you don’t want to.
And if you’re in the mood for some adventure, the hotel offers a complimentary shuttle to Old Town Key West and Smathers Beach. So, after you’ve had your fill of sunbathing and swimming, you can head out to explore the local attractions or grab some gelato (because what’s a vacation without at least one gelato a day?).
Oceans Edge Key West: For the Adventure Seeker (Who Still Loves a Good Cocktail)
Last but definitely not least on our list of the best hotels in Key West on the beach, let’s talk about Oceans Edge Key West.
This 4-star hotel is a bit of a playground for the adventure seeker who also appreciates the finer things in life (like a well-made cocktail). The rooms and suites here are stylish and comfortable, with amenities that make you feel right at home.
Whether you’re in a four-bedroom suite with a kitchenette and working space or a cozy king room with a spa-style bathroom, Oceans Edge has something for everyone.
One of the highlights of this property is the on-site marina services. If you’re into fishing, kayaking, snorkeling, or paddleboarding, you’re in luck because Oceans Edge has everything you need for an ocean adventure.
And let’s not forget about the yoga classes—they offer them right on the beach, which means you can do your sun salutations while actually greeting the sun. Talk about the ultimate Zen experience.
But don’t worry, it’s not all about activity here. The poolside bar is the perfect spot to unwind after a day on the water, with drinks and snacks served right to your lounge chair. And if you’re feeling peckish, the Oceans Edge Cafe and Yellowfin Bar & Kitchen offer delicious dining options that will keep you coming back for more.
Best Hotels in Key West Duval Street
No trip to Key West would be complete without spending some time on the legendary Duval Street, the beating heart of the island’s nightlife and culture.
If you want to immerse yourself in the vibrant energy of Key West, staying at one of the charming hotels along this iconic street is the way to go.
Options like The Casablanca Hotel or Pegasus International Hotel offer a perfect blend of convenience and comfort.
Both feature inviting pools where you can cool off after a day of exploring.
And let’s not forget Duval Inn – Key West, which offers a cozy, laid-back vibe just steps away from some of the island’s most popular bars, restaurants, and attractions.
Staying on Duval Street means you can sip on a cocktail, enjoy live music, and people-watch to your heart’s content.
Whether you’re a night owl looking to experience the vibrant nightlife or an early bird eager to explore the nearby museums and art galleries, Duval Street is where the fun never stops, and the charm never fades.
Best Pet-Friendly Hotels in Key West
For those of us who can’t bear to leave our four-legged friends behind, Key West has some fantastic pet-friendly hotels that ensure your furry companion can enjoy the vacation just as much as you do.
Margaritaville Beach House Key West is a welcoming option where dogs up to 30 lbs are treated like VIPs (Very Important Pups).
With a spacious property and plenty of outdoor areas to explore, your pet will feel right at home.
Another great choice is The Capitana Key West, where your pup can enjoy the island vibes alongside you, complete with access to pet-friendly amenities and cozy accommodations.
Whether you’re strolling along the beach or lounging by the pool, these hotels make it easy to include your pet in all the Key West fun. So go ahead, pack that extra bag of treats—because your best friend deserves a taste of island life too!
The Perfect Mix: Key West’s Charm with a Touch of Italian Flair
One of the things that struck me most about Key West is how it manages to be both laid-back and luxurious at the same time.
Whether you’re staying in a grand hotel like Casa Marina or a cozy spot like Parrot Key, there’s something about this island that just puts you at ease.
And while you’re indulging in fresh seafood and soaking up the sun, why not add a touch of Italian flair to your experience?
Maybe it’s sipping an espresso at breakfast, just like you would in a café in Rome. Or perhaps it’s enjoying a long, leisurely dinner with friends, filled with laughter and good wine, just like a family gathering in Tuscany.
Or it could simply be the way the sunset over the ocean reminds you of those golden evenings on the Amalfi Coast. Whatever it is, there’s something about Key West that feels a little bit like Italy—if Italy had palm trees and roosters roaming the streets.
And let’s not forget the food. Sure, you’re in the land of fresh seafood and Key lime pie, but that doesn’t mean you can’t indulge in a little Italian-inspired cuisine. Many of the hotels I visited offered menus with a Mediterranean twist, from pasta dishes to fresh bruschetta. It’s the best of both worlds—delicious, hearty Italian food with a tropical backdrop.
Key West, Where Every Hotel Tells a Story
As I packed my bags and prepared to leave Key West, I realized that every hotel I stayed in had its own unique story to tell. And whether I was lounging by the pool, dining under the stars, or exploring the island’s many attractions, I felt like I was part of the story too.
So, if you’re planning a trip to Key West, take your time choosing the perfect hotel. Think about what kind of story you want to be part of—whether it’s an adventure on the water, a relaxing spa retreat, or a cozy family gathering. And whatever you choose, know that Key West will welcome you with open arms, a warm breeze, and maybe even a little touch of Italian charm.