Romantic Places to Stay in Key West

Are you looking to add a spark of romance to your next getaway? There’s no better place than the Florida Keys! With its turquoise waters, white sand beaches, and vibrant nightlife, it’s no wonder why Key West is one of the most popular vacation destinations for couples!

Cover image for places to stay in Key West.

Key West practically oozes romance, so how is one to know where is worth staying for a romantic weekend getaway?

It’s me, hi, we’ve got your back on all things romance! From our own extended research in this beloved city, we’ve got the top romantic spots to nest at while you’re here. These places have everything you need for a romantic vacation: stunning views, cozy atmosphere, and close proximity to all the must-see attractions in Key West.

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From luxury beachfront resorts to quaint BnBs downtown, there are plenty of places to stay when planning your next romantic adventure in Florida. In this blog post, we’ll review some of the best places to stay in Key West — so pack your bags and let us show you where you can kick back with that special someone while soaking up some sunshine on the islands!

Ship silhouetted at sunset.
Photo credit: YayImages

Ann Street Gardens, Historic Seaport

This charming 1-bedroom, 1-bathroom house is the perfect vacation rental for couples who want to explore all that Key West has to offer. Nestled within lush gardens in a central location, you’ll be just a short walk away from the famous Duval Street, Mallory Square, Historic Seaport, and other fun downtown attractions and activities.

Whether you spent the day venturing through town or relaxing at the nearby beach, this tropical cottage will be the perfect romantic retreat after a long day. From floor to ceiling, the natural beauty of Key West shines through with its unique Cuban tile floors, bamboo accents, and serene island colors. 

Enjoy the comfort of a king-sized bed, as well as a spa-inspired bath with an oversized walk-in shower. With a private courtyard and deck, you’ll have plenty of space to soak up the sun and enjoy the outdoors. You’ll also have access to the compound’s common area, which features a shared outdoor pool and garden area — perfect for days spent lounging by the pool with a cold drink in hand!

Bright and colorful shot of Duval Street.
Key West’s famous Duval Street panoramic view, south Florida Keys, United States of America. Photo credit: YayImages

The Artist House, Old Town

Enjoy a luxurious stay at this landmark B&B, located in the heart of Old Town, Key West. The historic Victorian guest house offers elegant rooms that’ll take you back in time to an era of romance while still providing all the modern amenities to make your stay comfortable. 

Complimentary breakfast and happy hour in the backyard will help you start your days off right. Then take off for the day by renting a bike or taking a leisurely stroll through Duval Street, Key West’s Old Town, or the Historic Seaport, where you can find unique restaurants, shops, bars, and art galleries.

If you’d rather stay in, relax in the hot tub or take a refreshing dip in the large pool. In the evening, catch the beautiful sunset at Mallory Square. At this unique bed & breakfast, you’ll get to experience both the hustle and bustle of downtown Key West as well as the tranquil atmosphere of a secluded getaway. You can’t go wrong with this perfect staycation! 

Favorite Places to Eat in Key West

  • Hot Tin Roof 
  • Latitudes
  • Garbo’s Grill at Hank’s
  • El Siboney
  • Kaya
Cuban sandwich closeup woman holding local food at typical cafe outside.
Photo Credit: Deposit Photos

Sunset Key Cottages, Sunset Key

Let your worries drift away and embrace island life at Sunset Key Cottages, one of the most romantic Florida hotels. Located on a private island just minutes from the city, each cottage offers an intimate hideaway for those seeking peace and relaxation. The design of each cottage combines country club style with a casual charm that is perfect for a romantic escape.

Embrace the peaceful atmosphere of Sunset Key Cottages by taking advantage of the world-class spa, gorgeous white sand beach, and on-site activities such as jet skiing, parasailing, and deep-sea fishing. After a day of adventure, grab dinner at Latitudes Restaurant, an award-winning eatery serving fresh seafood and delicious island-inspired dishes. Or, retreat to your luxurious cottage, enjoying panoramic ocean views on your own private veranda. 

With its palm trees, lush tropical setting, and luxurious amenities, Sunset Key Cottages offers an idyllic destination for couples looking to get away and reconnect. Let your worries drift away and enjoy island life at its finest!

Bright sunshine behind the pier in Key West.
Photo credit: YayImages

Pier House Resort & Spa, Key West

At Pier House Resort & Spa, the ocean is right outside your doorstep. Enjoy romantic hotel rooms with floor-to-ceiling windows that offer stunning views of the sea, along with charming antique-style furniture and crisp white linen sheets. As Key West’s only full-service spa, there’s plenty of peaceful bliss to be had. 

The private beach offers a beautiful stretch of white sand, perfect for sun-filled days and romantic walks along the shore. As night falls, enjoy live music and award-winning restaurants and bars with fresh seafood and local culinary delicacies. 

For an even more exceptional stay, take advantage of the resort’s exclusive “Keys to Romance” offer that includes two 50-minute Swedish massages per room, one bottle of champagne, and a daily breakfast for two. Whatever your pleasure, Pier House Resort & Spa provides an unmatched private beach experience you’ll never forget.​ 

Hidden Beach Condo, Upper Duval

This extraordinary condo is located on Key West’s only natural beach, offering guests a stunning ocean view in all its majestic glory. With easy access to many water sports and outdoor activities such as swimming, kayaking, and snorkeling, there’s no better place to be for private beach relaxation and fun.

When not at the beach, explore Duval Street, which is within walking distance from the condo. There are endless cafes, shops, and restaurants to explore in the area. For after-dinner entertainment, there are a few rooftop bars that offer spectacular views of the Gulf of Mexico.

This tastefully decorated private space also comes with all the amenities travelers need for an enjoyable stay, such as WiFi, cable TV, air-conditioning, and a full kitchen. All of this, coupled with the private beach access and the close proximity to all that Key West has to offer, makes it the perfect place for a romantic getaway.

Path to the ocean lined with lush plants and rope.
Photo credit: YayImages

Most important tip: This little island is all about exploring on foot or by bike, so make sure you pack your most comfortable shoes! With a year-round tropical climate and its laid-back island vibe, you’ll be able to walk around the entire island without feeling rushed or stressed. Take your time and enjoy the sights, sounds, and smells of this unique place.


Is Key West good for couples?

Definitely! Key West is known to be a paradise for couples. With its picturesque sunsets, private islands and beaches, and luxury resorts, it is a perfect place for a romantic getaway! 

The island offers the perfect balance of rest and relaxation combined with exciting activities. From private sunset sails and beach picnics to exploring the island’s many bars and restaurants, couples of all shapes and sizes will find plenty to do in Key West.

Where is the bluest water in Key West?

If you’re on a mission to find the bluest waters in Key West, your best bet is to head to Fort Zachary Taylor Historic State Park. There, you’ll find some of the clearest, bluest waters for snorkeling and diving in all of Key West. 

What is the best time to visit Key West?

To experience the best weather and fewer crowds, visit Key West between March and May. Hotel rates are a lot cheaper during this period, and you’ll enjoy sunny days with temperatures in the 70s and 80s.

Palm trees and a sun flare over a rustic wooden path to the ocean.
Photo credit: YayImages

Nothin’ But the Best in Key West

There’s no shortage of romance and relaxation to be found in Key West, from charming Airbnbs to boutique hotels, so couples can easily create an unforgettable vacation full of fun and romance. Whether you’re looking for luxurious accommodations, secluded beaches, or a private boat excursion, there’s something for everyone in this tropical paradise. 

Give yourself the getaway you deserve, complete with mesmerizing sunsets, tasty cuisine, and plenty of fun activities to enjoy. Every couple needs time away to reconnect and relax, and Key West is the perfect place to do just that! 

The city may seem like a small town compared to other destinations, but the adventure within knows no bounds. So, come to Key West and let the island’s laid-back vibes and warm breezes carry you away. 

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