7 Key West Timeshares for Sale for Island Living

key west timeshares for sale

Take a trip along the Overseas Highway to Key West, the southernmost city in the United States, an island paradise. Though the Florida Keys are made up of about 800 keys of all sizes, Key West is cherished for its vibrant artistic community, barrier coral reef, and historic Old Town. So, if you’re interested in becoming a part of the Conch Republic with Key West timeshare resorts, we’ve got you covered. Here are 7 Key West timeshares for sale that are sure to blissfully ease you into island living.

Explore the Florida Keys with a Key West Timeshare

duval street key west

The only thing better than a Key West vacation is a Key West timeshare. And with a land area of less than five square miles in size, this island will quickly feel like home. Discover iconic Key West attractions, such as the lovely Key West Butterfly and Nature Conservatory, as well as the Ernest Hemingway Home & Museum, home to the beloved Hemingway six-toed cats. Find historic charm in the Audubon House & Tropical Gardens, once home to a wealthy 19th century Key West family, and of course, meander down Duval Street, the heartbeat of Key West, brimming with live entertainment, charming attractions, and unique restaurants. You’ll relish the oceanfront sunset celebration in Mallory Square each night, filled also with live music, shops, and fresh seafood.

What’s more, with a record-low temperature of 41 degrees, it’s always summer in Key West. Thus, vacationers can swim, snorkel, and sunbathe year-round. Key West is home to some of the most beautiful beaches in Florida. In fact, the beaches and barrier coral reefs are largely left unchanged due to conservation efforts. Not to mention, chickens, iguanas, and other curious creatures roam the island freely. So, you can admire the surf, sand, and land with respect and appreciation during your stay at these Key West timeshares for sale.

Key West Timeshares for Sale

Ready for a glimpse of island living? Vacation ownership has never been easier than with Key West timeshares. The upcoming Key West timeshare resorts feature tranquil hideaways, beachy oceanfront villas, lavish marina condos, and much more. Be transported to a tropical paradise with pristine outdoor amenities, generous accommodations, and ideal locations, all while being surrounded by the natural beauty of the Florida Keys. Let’s dive into seven Key West timeshares for sale that you’ll be happy to make your island home away from home.

Hyatt Windward Pointe Resort

Part of the Hyatt Vacation Club, the Hyatt Windward Pointe Resort is settled just minutes away from the vibrant Mallory Square and Duval Street. So, rich nightlife and delicious dining is always a walk away. However, you can dine on-site with gorgeous ocean views at Abbey Road Snack Shack, a casual open air restaurant.

This beachy resort also features a free-form infinity pool and steaming hot tub. Feel free to cook out on the barbecue grills to complete your pool day. Later, gather under the island sun for a game of beach volleyball, shuffleboard, ping pong, and more.

This resort offers two-bedroom villas with partial ocean views. Enjoy a private balcony, featuring a telescope for stargazing, as well as a full kitchen, living and dining area, jetted tub, and other deluxe accommodations.

The Galleon Resort & Marina

Of Key West timeshares for sale, the Galleon Resort & Marina puts a luxurious twist on the typical island timeshare. Ideally located in historic Old Town, this chic timeshare resort overlooks the sparkling Gulf of Mexico and offers a wealth of amenities. Spend the day floating in the oceanfront swimming pool or snorkeling in the blue surf of the private beach.

The on-site marina also offers sunset cruises, fishing charters, and jet ski rentals for fun on the water. Meander down the boardwalk or enjoy panoramic views of Key West from the observation deck. A tiki bar and the Pirate’s Cove Restaurant are on-site, as well, serving up delicious local flavors and beverages.

Choose from a two-bedroom penthouse, one- or two-bedroom condo, or king or junior suite/efficiency, sleeping two to eight guests. Furnished with a tropical touch, many units include full kitchens, balconies, a wet bar, and an entertainment system.

Hyatt Beach House Resort

Next up is the beautiful Hyatt Beach House Resort, nestled on the northeastern corner of Key West. Like other Hyatt Key West timeshares, this resort is just minutes from Mallory Square and Duval Street, keeping you close to the action.

Lush greenery and towering palms grace the grounds of this resort as you access the beach area and picturesque dock on-site. Soak in this tranquil escape as you lounge beside the zero-entry lagoon-style pool, or simply unwind in the bubbling spa. Make it the perfect pool day by whipping up a fresh catch on the barbecue grills.

You’ll be happy to return to your two-bedroom villa after a day exploring the island. Refresh in the generous walk-in shower and bath, then cuddle up in your plush king-size bed. Villas include all the comforts of home, including a full kitchen, living and dining area, and screened-in balcony.

Coconut Beach Resort

Another gem among Key West timeshares for sale, the Coconut Beach Resort offers a Caribbean flair amongst a pristine, quiet location. Of course, Key West attractions are still a short walk away. Admire the traditional island architecture, flourishing tropical gardens, and private sand-bottomed beach facing the Atlantic.

With true Key West charm, hidden by lush island foliage, is Louie’s Backyard, a favorite waterfront bar and eatery among locals. This eatery is right next door to the resort pool area. So, head on over after a day spent by the oasis-like pool or lounging on the quaint sandy beach.

Retire to your studio or one- or two-bedroom suite at the end of the day. Many suites feature private balconies, panoramic views of the island, or high-pitched ceilings. The one- and two-bedroom suites offer a full kitchen and shared balcony, while the intimate studio includes a partial kitchen.

Banyan Resort

This next Old Town Key West timeshare, the Banyan Resort, is just two blocks from Mallory Square and one block from Duval Street. This serene escape among Key West timeshare resorts is enclosed by rich, flowering seaside gardens and provides a recluse from the bustle of the town.

Indulge in two enchanting outdoor pools and a hot tub on-site. Or for a day on the sand, venture to the turquoise beaches, just blocks away. When you stay at this quaint, historic resort, you’ll experience the cozy side of a Key West timeshare, where it really begins to feel like home.

Like many other Key West timeshares for sale, this resort offers studio, one-, and two-bedroom suites. Each charming suite features a full kitchen for homecooked meals, as well as verandahs looking over the full gardens below.

Hyatt Sunset Harbor

The stunning Hyatt Sunset Harbor overlooks the shimmering Gulf of Mexico on its ideal perch on the western coast of the island. This Key West timeshare is within walking distance to delicious restaurants and the wiles of Duval Street and Mallory Square, as well.

The epitome of Key West living, this tropical haven in the center of Old Town features a crystal clear pool and steaming spa. Take shade from the Key West heat beneath an umbrella, or sunbathe to your heart’s desire.

Fall into bed in a one- or two-bedroom villa at this island resort. Here, enjoy all the luxuries of home and more, including separate living and dining areas, a full kitchen, an in-unit washer/dryer, and a private furnished balcony with lovely views of the harbor or pool.

Coconut Mallory Marina & Resort

Finally, the Coconut Mallory Marina & Resort is teeming with island foliage and classic Key West charm, from the wooden docks to the pastel condos to the kayak and bike rentals dotting the property. This resort is just two miles from the famed Smathers Beach, which also features jet ski rentals, volleyball, and other beach favorites.

Top-tier amenities await on your doorstep, including two sparkling pools, a hot tub, and barbecue grills. Stop by the on-site boathouse bar for a tasty island libation and a game of pool. Later, head to the private marina on-site to watch the sunset over the water.

These island-style condos come in studio, one-bedroom, or two-bedroom. Rest easy among beachy furnishings, with balconies/patios to enjoy the salty breeze. While the two-bedroom condo offers a full kitchen, the studio and one-bedroom include a partial kitchen. Yet, you’ll have everything you need to make the most of this sweet escape.

Key West Timeshares for Sale with Fidelity Real Estate


Have your sights set on any of these listings? With stunning Key West timeshares like these, you don’t just visit. Instead, turn a Key West vacation into an annual tradition! Using the timeshare resale market, you can find Key West timeshares for sale for a great price. What’s more, Fidelity Real Estate’s resale market includes spectacular timeshare resorts in highly desired destinations for a fraction of the price.

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