Key West, Florida Getaways Cover

The 7 Best Romantic Getaways In Key West, Florida

The 7 Best Romantic Getaways In Key West, Florida

Located in the Lower Florida Keys, Key West is a popular tourist destination for couples looking for a romantic getaway. There are plenty of things to do in Key West, from exploring the city’s charming neighborhoods and vibrant nightlife to relaxing on the beach or enjoying a sunset cruise.

Key West is also home to some of the most beautiful beaches in Florida, as well as some of the best fishing in the country, even for beginners. The town offers world-class shopping with boutiques from Paris to Miami.

Snorkelers can explore the magnificent coral reefs just off of its shores. Plus, no matter what time of year it is, Key West is famously sunny and dry – perfect for a romantic vacation.

Some of the attractions in Key West that are perfect for couples include: The Ernest Hemingway Home and Museum; Duval Street; The Key West Butterfly and Nature Conservatory, and Fort Zachary Taylor Historic State Park.

If you’re looking for a place to relax and recharge your batteries, we’ve got you covered! Here’s our list of the top 7 places to stay while in Key West, Florida.

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1. The Gates Hotel Key West

The Gates Hotel is a luxury establishment located in Key West, Florida. It offers all the amenities of an expansive resort but with a boutique feel. After checking in to one of their 48 luxurious rooms or suites, guests are invited to explore all that the island has to offer on their very own doorstep.

Nearby Fort Zachary Taylor State Park features beautiful beaches for sunbathing and swimming, while The Gates’ own exclusive shuttle can take guests to the Key West Historic Seaport for a wider variety of activities.

No need to wander far for food and drink, either; the hotel has its own food truck, The Blind Pig, serving up exotic dishes day and night, as well as poolside bar and lounge Rum Row.

The Gates of Key West embraces cozy, convenient accommodation that come with luxury bedding, complimentary WiFi, a 48-inch HDTV, among other things. Guests can also enjoy the onsite pool, which is perfect for taking a refreshing dip or reading a book from the waterproof library.

All in all, this is an ideal spot for a vacation that’s full of relaxation, adventure and luxury all at once!


From $212


3820 N Roosevelt Blvd, Key West, FL 33040

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2. Ocean Key Resort & Spa

As one of the most luxurious hotels in town, the Ocean Key Resort & Spa is perfect for those who want to relax in style.

Situated in Old Town Key West, offering incredible views of the Gulf of Mexico and private balconies in every room, this resort gives guests a unique chance to experience all that Key West has to offer.

Accommodation here is equipped with all the modern amenities needed for a comfortable vacation, such as WiFi and in-room coffee makers, all wrapped up in stylish, contemporary décor.

On-site you’ll find a host of things to do. 3 restaurants provide a variety of culinary experiences, from Caribbean to Floridian cuisine. Spa Terre is perfect for those looking to relax and indulge, with treatments derived from Thai and Balinese traditions. And the fitness center is open 24 hours.

Plus, enjoy exclusive access to the LIQUID pool bar and lounge – complete with chilled towels and an excellent view. If that’s not enough, the in-house Madda Fella Store offers a range of Key West souvenirs and gifts.

So, if you’re looking for an elegant escape in a beautiful location, the Ocean Key Resort & Spa is perfect for you and your partner.


From $883


0 Duval St, Naval Air Station Key West, FL 33040

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3. Casa Marina Key West, A Waldorf Astoria Resort

Casa Marina Key West, a Waldorf Astoria Resort is an exotic resort which offers guests a chance to stay close to all the major attractions of Key West.

Boasting one of the country’s largest private beaches, this resort comes with 2 beautiful outdoor pools, a spa, and several dining options to choose from, whether guests want to dine beach-side, indoors or even in the resort’s sister site restaurant, Four Marlins.

Fitness fanatics will love the on-site fitness center, while volleyball and table tennis enthusiasts can have a blast in the courts available at the resort. And for those looking for more adventure, the resort offers bike rentals, boat chartering, and equipment hire for water sports.

For guests who need to stay connected, free WiFi is available throughout the resort, and the digital key entry allows access to rooms without the need for a key card.

What’s more, Casa Marina Key West is pet-friendly, so furry friends can come along on vacation too!

If you’re looking for an unforgettable experience in Key West, the Casa Marina is where it all begins.


From $524


1500 Reynolds St, Naval Air Station Key West, FL 33040

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4. Margaritaville Beach House Key West

Margaritaville Beach House Key West is a luxurious hotel ideally situated across the street from Smathers Beach and the Atlantic Ocean. With its convenient location, guests can explore the culture and nightlife of Key West while enjoying the quiet luxury of the hotel.

The property features a pool, a 24-hour fitness center, and access to the beautiful beach. Guests can also enjoy delicious food at Tin Cup Chalice Bar & Chill or relax in one of the cabanas by the pool. There’s even a whirlpool and Jacuzzi for those who need to relax.

Accommodation is spacious with a laid-back, premium island-inspired decor to help you kick back in style. All rooms come with a full range of high-end amenities.

The hotel also offers a complimentary airport shuttle, making it easy for guests to explore all that Key West has to offer.

So if you’re looking for a place to stay in Key West, look no further than Margaritaville Beach House Key West!


From $469


2001 S Roosevelt Blvd, Naval Air Station Key West, FL 33040

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5. Southernmost Beach Resort

Southernmost Beach Resort is a unique Key West oasis that offers guests stunning Atlantic views, lush tropical gardens, and award-winning amenities.

Guests can relax by one of the 3 heated pools, enjoy exclusive access to beaches, or sunbathe on the private tanning pier, which offers stunning ocean views.

Additionally, the resort’s Petite Spa offers massages, facials, and more, while the fitness center helps guests stay motivated and achieve their fitness goals. Outdoor yoga classes and gym equipment round out the resort’s amenities.

Guestrooms and suites come equipped with coffee machines, mini fridges, bathrobes and more, while things to do in the area include big game fishing, seaplane trips, and private boat charters.

When it’s time to dine and drink, you don’t have to look far. Choose from 3 onsite establishments – Southernmost Beach Café, Pineapple Bar, or Shores Bar.

Southernmost Beach Resort a stone’s throw away from Southernmost Point and Duval Street, making it the perfect spot for those looking to experience all that Key West has to offer.


From $449


1319 Duval St, Key West, FL 33040

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6. Sunset Key Cottages

Sunset Key Cottages is a unique establishment set on a 27-acre private island. Its lush gardens, palm trees and pristine white sand beach create the perfect environment to relax with your partner.

Sunset Key Cottages offers 40 tastefully furnished cottages with vaulted ceilings, Victorian tin roofs and wraparound verandas. Resort amenities include a breakfast basket of freshly baked goods, and fresh fruit delivered to your door every morning.

Services offered at the resort include 24-hour boat transportation to & from Opal Key Resort & Marina, laundry service, and a grocery shopping service to get all your essentials.

There are plenty of ways to relax and have fun at Sunset Key Cottages. Play tennis on one of 2 courts, take a dip in the pool or one of the whirlpools, or indulge in a treatment at the Spa at Sunset Key.

When you don’t want to prepare your own meals, there’s Latitudes, the resort’s award-winning waterfront restaurant. It offers a wide variety of dishes for you to enjoy.

This luxurious private island retreat is perfect for couples looking for a romantic escape!


From $1075


245 Front St, Key West, FL 33040

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7. Heron House

Heron House is the most accessible yet private property in Key West. The hotel has two locations, one being close to the action on Duval Street, with the other being more secluded in a quieter part of town.

Adult-exclusive and a non-smoking atmosphere, this property is perfect for guests 21 years and older. Site 1, The Heron House, features 24 artfully decorated guestrooms, all with charming, tropical décor; an outdoor pool; and a spacious sundeck for relaxing after a long day of sunbathing or exploring the island.

Site 2, The Heron House Court, is a much more quiet, intimate location with 15 guestrooms and access to a Jacuzzi. Perfect for ramping up the romance!

The hotel offers complimentary breakfast, suntan lotions, beach chairs, umbrellas, towels, and even wine. You can also rent bikes, get private boat charters, or go on sunset sails.

Heron House is your ideal tropical couples getaway!


From $419


512 Simonton St, Key West, FL 33040