11 Most Romantic Hotels in Key West

Size doesn’t always matter, as is evident by the pint-sized Key West, which is part of the Florida Keys archipelago. The tiny tropical paradise holds within its folds more romance than you can imagine for any couple that’s looking for a stress-free beachside lovefest. Aside from the waterside strolls, candlelit dinners, and spectacular sunsets, what makes Key West such a romantic destination for many is the many romantic accommodations it offers. The best adult only, romantic, and honeymoon hotels in Key West Florida range from lavish getaways to intimate hideaways for a sexy sleepover. Whether you’re celebrating years of happiness together or embarking on your married life with your honeymoon, Key West hotels certainly inspire a little ooh-la-la and rekindle the romance. Plus, they offer everything from intimate garden breakfasts to moonlit midnight feasts right on the beach!

But that’s not all that Key West is known for. Sitting at the beginning of the Overseas Highway, one of the World’s Most Scenic Drives, Key West also happens to be one of the Best US Winter Vacation spots. What’s more, intrepid couples can go exploring the sea around, especially Elliott Key, one of the World’s Most Incredible Abandoned Islands. And, of course, multicultural Miami is just three hours north. Do you want to enhance the romance? Then Key West is the place to do it! So, what are you waiting for? Pack your bags and get ready to be romanced at these amazing adult only, romantic, and honeymoon hotels in Key West Florida.

The Gardens Hotel

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The Gardens Hotel is one of the best honeymoon hotels in Key West. Intimate, cozy, and peaceful tranquility is what this eco-friendly property does best. Surrounded by lush palm trees, ponds, fountains, and even a bird aviary, this place is a nature lover’s paradise. The rooms are all unique, but it’s the cottages that take the cake. They’re beautifully decorated and come with their own private pool, making this one of the best honeymoon suites in Key West. Two outdoor pools to swim and lounge beside makes this one of the topmost adults only hotels in Key West. Besides the amorous digs, the hotel boasts a wine gallery that stores 36 hard-to-source wines from around the world. During evenings, you and your babe can sample them all, paired with two small dishes and a live pianist dishing out dulcet tunes for a romantic ambiance. Isn’t that romantic?

Casa Marina, A Waldorf Astoria Resort

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Casa Marina is easily one of the best romantic hotels in Key West Florida. The swanky luxury resort can easily double as a paradisiacal beach palace, oozing class and sophistication and yet radiating an island-chic vibe. At the same time, it’s perfect for exploring the town and maybe even indulging in A Key West Boat Rental – For A One Of A Kind Experience.

Couples will love the iconic ambiance at this high-end tropical escape, where the crown jewels are the two infinity pools that overlook the ocean. During the day, rent a private cabana and spend time cooling off and sipping cocktails with your love. Afternoons are best spent unwinding with a beachside couple’s massage a the Spa Al Mare. Do you both love boozy libations? The lobby rum bar has the most expensive rum collection in the Key West and offers free tastings! Plus, the other bar even offers daily mixology classes. During evenings, enjoy a hand-in-hand stroll along the private beach at the resort and spy gorgeous sunset views and maybe even some Key West dolphins. Wind up the day with a romantic dinner at the onsite restaurant before retiring to your hedonistic digs.

Rooms or suites, all accommodations here have the plushest beds, Nespresso machines, sea-view patios with alfresco seating, and sleek bathrooms with Ferragamo bath products. Sigh.

The Pier House Resort and Spa

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A heated pool overlooking a private beach and a five-star restaurant overlooking the Gulf of Mexico? That is what makes Pier House Resort & Spa one of the best honeymoon hotels in Key West. With origins going as far back as 50 years, the resort exudes a laidback yet chic Key West spirit. Its “barefoot luxury” vibe is what makes it such a popular romantic haven for couples looking to kick back and dig their toes in the sand. Swig sundowners at the Chart Room Bar, one of Key West’s island’s hidden treasures. Later on, make your way to the onsite restaurant for a romantic, delicious, and memorable Key West culinary experience.

During the day, sunbathe on the sunset terrace with your bae and tuck into mojitos and lobster BLTs while at that. When you feel like you’ve walked or eaten too much, simply get an indulgent couple’s massage at the full-service spa. Rooms and suites are rustic-chic with a lot of rattan furniture, but the suites have balconies or patios perfect for enjoying Key West sunsets.

Parrot Key Hotel and Villas

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Couples looking for a zen-like Key West escape will love the Parrot Key Hotel and Villas, a tranquil nature-inspired getaway with a lush tropical backdrop. Think immaculate and landscaped grounds that beckon zen-like relaxation and sunbeds and hammocks strung to palm trees in front of every villa – bliss indeed. Choose from a host of rooms, suites, and villas, of which the villas are definitely honeymoon-worthy. Even entry-level rooms are huge, sun-kissed, and have perks such as L’Occitane amenities. When the hunger pangs come calling, head to the onsite restaurant that serves delectable meals and a bunch of killer cocktails (read: Key Lime Colada). Take your pick from not one but four (yes!) swimming pools, of which the adults’ pool makes this one of the best adult only hotels in Key West. And thanks to the four pools, you’ll never be fighting for a lounge chair. Let the good times roll!

Paradise Inn – Adult Exclusive

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Indulge in wanton romance and hedonism at Paradise Inn, which is not only one of the best honeymoon hotels in Key West but also one of the best adults only hotels in Key West. In fact, it also has some of the best honeymoon suites in Key West, of which the Gumbo Limbo suite is perfect for couples. The one-bedroom historic cottage boasts a cloud-like king bed, two porches for languorous lounging, and a sexy Jacuzzi bath. The rest of the magnificently restored historic property is equally romantic. Think shaded patios, sun-decks, and vine-covered porches.

Limestone paths at the resort are perfect for strolls through the lush gardens full of exotic tropical florae and even a lotus pond. Later on, cool off in the fountain-fed swimming pool or unwind in the Jacuzzi. Begin your data with a rich continental breakfast and end them with the complimentary cheese and wine happy hour in the evenings.

The Marquesa Hotel

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Couples are in for a special time at the historic Marquesa Hotel, one of the best romantic hotels in Key West Florida. An eggshell blue exterior welcomes you within this historic property that’s listed on the National Register of Historic Places, complete with an old-world Key West vibe. Butterflies flit about in a tropical interior courtyard, with a patio overlooking the pool. Choose from 44 rooms that are divided between the Key West-style cottages and the newer tower section. The newer rooms are more romantic, complete with indulgent bathtubs. However, all rooms boast tropical decor touches and dreamy beds (wink, wink!), and many even have balconies.

Three lovely pools make it easy to enjoy a refreshing dip and a lounge on a sunbed without having to fight for space. Don’t miss dining at the onsite restaurant that serves classic Key West-inspired American cuisine. In fact, its romantic, candlelit dining room is considered one of the best restaurants in Key West. Historic charm, zero kitsch, and a true sense of place never looked better.

Southernmost Beach Resort

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Calling itself the “closest cabana to Havana,” Southernmost Beach Resort is one of the best honeymoon hotels in Key West – and it’s dead serious. The tropical hotel lies in a tranquil part of town, just a stone’s throw from the island’s southernmost point. The lush grounds have peppered with Victorian and colonial buildings and fringed with palm trees, looking out to gorgeous ocean views. Of all the rooms, couples in love will love the “Ocean Front Balcony King,” with magnificent southern views across the Atlantic. Aside from being light-filled and spacious, the rooms boast simple decor and swish bathrooms with showers large enough for two. Did we mention that this is one of the best adult only hotels in Key West? Yep.

When the hunger pangs call, you have four restaurant options, of which the beach cafe is perfect for a romantic meal. When you’re by the pool, order small plates of snacks and fruity cocktails from the poolside bar. Did we mention that this is one of the Top Gay-Friendly Hotels In Key West? So, gay couples looking for a love nest will love this beach resort.

The Saint Hotel Key West, Autograph Collection

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The Saint Hotel Key West is a seriously sexy boutique hotel with just 36 rooms and a rather welcome departure from the area’s kid-packed resorts and pastel-hued B&Bs. Honeymooning couples throng this resort, where rooms and suites are decked out in the hotel’s signature white-and-blue color scheme. Adding to the amorous vibe is the mood lighting that practically drives the vibe home. The ambiance is overwhelmingly romantic but classy and contemporary, complete with Niven Morgan toiletries and Frette linens. Besides free Wi-Fi and free bikes to explore the neighborhood, the hotel boasts an upscale fine dining-meets-nightclub restaurant that serves food fusion cuisine. Begin your evening revelries with a sundowner at the bar and gorgeous sunset views.

Barbary Beach House Key West

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Barbary Beach House Key West is one of the best honeymoon hotels in Key West. The swanky honeymoon hotel is located right across from one of Key West’s only and best beaches, Smathers Beach. Boasting one of the best honeymoon suites in Key West, the accommodations here feature separate living and sleeping areas. Mod-cons such as microwaves and mini-fridges aside, the decor is decidedly salvage-chic, with neutral hues and worn wood tones. It’s the ideal love nest to hole up and relax on the plush pillow-top beds or sit out on the balcony and enjoy a cocktail with your babe.

Dig into delicious local fare at the onsite restaurant, especially on the shaded balcony that overlooks the resort pool. After a refreshing swim, lounge on the sunbeds and order mango and passionfruit cocktails from the open-air Shipwreckers Bar. Are you traveling with Fido? Barbary Beach House also happens to be one of the Top Pet-Friendly Hotels In Key West!

Sunset Key Cottages

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“Exclusive” doesn’t begin to describe Sunset Key Cottages, one of the most popular and best romantic hotels in Key West Florida. The only way to get to this “island within an island” resort with its own private beach – uh-huh – is by boat! What’s more, accommodations here are all private cottages with hammocks right by the sea, which means beach yoga sessions and sexy swimming times are just a hop, skip, and jump away. Couples looking for a serene experience will love kicking off their days with customized spa treatments. Or, you could enjoy a refreshing swim in the pool before lounging on a sunbed under a palm tree, complete with a cocktail from Flipper’s Pool Bar in hand.

Relish meals and each other’s company at the extremely romantic waterfront restaurant, which happens to be one of Key West’s most romantic restaurants! Even your days begin in an indulgent way – a breakfast basket is delivered right to your cottage porch every morning. Finally, you’re roused out of your afternoon musings with an “Up spirits!” call to enjoy a rum cocktail or a shot of private rum. Wow. It’s no wonder that this is one of the Best Hotels in Key West, Florida.

The Perry Hotel Key West

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The Perry Hotel Key West is, without a doubt, one of the topmost honeymoon hotels in Key West. One of Key West’s best romantic hotels, the chic and nautical-inspired hotel boasts rooms and suites overlooking the marina. The digs have gorgeously spacious balconies that overlook either the mangroves or the adjacent marina, so take your pick. Besides being bright and beachy, the first-floor rooms even have direct pool access, which will appeal to couples. Your holiday begins with a glass of wine that you’re treated to the minute you arrive. Head straight to the sleek pool area for a refreshing swim and a languorous lounge on the sunbeds under the palm trees. When mealtimes arrive, choose from two restaurants, of which the Matt’s Stock Island Kitchen & Bar is more upscale and perfect for a romantic meal.

Most Romantic Restaurants in Key West

• Better Than Sex: Love simply wouldn’t be love without what comes next – we’re talking about dessert, sillies! The dessert bar of Better Than Sex is the most romantic way to finish off an amorous Key West evening. Think dimly lit intimate spaces serving the most decadent desserts you’d have ever seen. And of course, they’re all provocatively named, such as the Morning After!
• Latitudes at Sunset Key: If you’re staying at Sunset Key, Latitudes sets the romantic mood for the evening. Dig into artful creations using freshest in-season ingredients with magnificent Gulf of Mexico views. Begin with crispy wontons, seaweed salad, soy pearls, and tuna tartare with sweet chili, wrapping dinner up with the grilled tenderloin fillet.

Most Romantic Bars in Key West

• Little Room Jazz Club: A set of blue-lit stairs lead you to the intimate Little Room Jazz Club, complete with a sexy candlelit look, sultry jazz tunesm and an amazing cocktail menu. If you want to gaze into each other’s eyes, choose the outdoor seating or the little nooks farther from the stage. An extensive beer and wine list aside, the cocktails here are a hit. Do order the house specialty of Hemingway’s Death By Champagne, complete with Lillet Blanc, lemon, and absinthe bitters.
• La Te Da: Late-night revelers will love the outdoor patio and the terrace and piano bar at the historic La Te Da Hotel. The bar has a solid selection of cocktails, wine, and beer, but it’s the adults-only, sexy, and naughty cabaret shows that make the ambience even raunchier.

Most Romantic Things To Do in Key West

• Key West Private Romantic Sunset Sail for Couples: There’s nothing more romantic than cruising the turquoise waters of Florida Keys coast than a 2-hour sunset sailing trip. Hop onboard a private sailing trip with your sweetheart and admire the sparkling Florida Keys skyline at dusk .

Most Romantic Areas To Stay in Key West

As the continental United States’ southernmost city, Key West is easy to explore and radiates an off-the-grid feel. Couples in love will absolutely love the enchanting Old Town, which is full of vibrant wood structures that date back to the 1800s. There’s an adult only and romantic hotel or B&B and museum on every corner, and the Key West neighborhood is very walkable. It’s not uncommon to see cyclists and joggers ambling at a contented pace, making this Key West’s most romantic neighborhood. Those who love history will love the Truman Annex, which is museums and art galleries galore. Its prime attraction is the former winter residence of former President Harry Truman, which is Florida’s only presidential museum today.

Do you both love the water and intend to cruise the waters in all sorts of romantic jaunts? Then the historic seaport is where you should stay. Finally, there’s the Downtown area, which is the epicenter of Key West’s nightlife. If you want to party till the wee hours of the morning, then Downtown is the best place to stay.