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Key West timeshare rentals and resales

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28 rentals available $188 - $1,143/night
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28 rentals available $162 - $783/night
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26 rentals available $250 - $1,250/night
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20 rentals available $250 - $550/night
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4 rentals available $225 - $321/night
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2026
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No resales available
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3 rentals available $229 - $500/night
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1 rental available $521/night
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Why Choose a Timeshare in Key West?

A timeshare in Key West offers a one-of-a-kind island escape filled with tropical charm, historic beauty, and laid-back luxury. With spacious suites, waterfront views, and resort-style perks, Key West timeshare rentals provide a more relaxed and cost-effective alternative to pricey hotels in this popular Florida destination. Whether you’re sipping mojitos on Duval Street, diving into vibrant coral reefs, or watching the sunset from Mallory Square, timeshares in Key West, FL, put you at the center of it all—with more room to unwind and more value for your vacation.

About Key West, Florida

Situated at the southernmost point of the continental U.S., Key West is a vibrant island city brimming with character. It’s known for its pastel-colored conch houses, legendary sunsets, and a fun-loving spirit that draws travelers from around the world.

Adventure seekers can enjoy snorkeling in the clear blue waters of Dry Tortugas National Park, sailing excursions, or deep-sea fishing trips. Culture lovers will appreciate attractions like the Ernest Hemingway Home and Museum or the lively art galleries scattered across Old Town. With so much to see and do, timeshare rentals in Key West, Florida, offer an ideal base to explore paradise at your own pace.

Benefits of Booking a Key West Timeshare Through RedWeek:

  • Save up to 50% compared to standard resort rates.
  • Browse verified listings for a secure booking experience.
  • Enjoy spacious, well-equipped units near beaches, marinas, and downtown.
  • Access exclusive RedWeek timeshare promotions for added savings

Top Timeshare Resorts in Key West

Key West timeshare resorts combine tropical ambiance with the comfort of home, offering guests unmatched access to the island’s most iconic attractions. Popular properties include:

  • Hyatt Beach House Resort – A waterfront property offering two-bedroom suites, a private beach, and a tranquil pool area ideal for relaxation.
  • Hyatt Sunset Harbor Resort – Located in the heart of Old Town Key West, this resort provides easy access to Mallory Square, restaurants, and nightlife.
  • The Galleon Resort and Marina – Featuring a private marina, ocean views, and on-site water sports, this resort is perfect for adventure seekers.
  • Coconut Beach Resort – A boutique-style property with a serene beachfront setting and cozy island charm, located close to the Southernmost Point.

These Key West timeshare rentals give you the perfect balance of location, luxury, and laid-back island living.

Best Times to Visit and Book a Key West Timeshare Rental

Plan your Key West escape with these seasonal travel tips to maximize enjoyment and savings:

  • December – April: Peak season for warm weather, lively events, and vibrant nightlife—book early for the best selection.
  • May – August: Quieter and more affordable, with summer deals and fewer crowds.
  • September – November: Off-season rates and some of the best Key West timeshare promotions, ideal for budget-conscious travelers.
  • Holiday Season: Festive lights, events, and mild temps make December a favorite time to visit—reserve ahead.

Explore More Florida Timeshares:

Looking to explore beyond Key West? RedWeek offers a wide range of Florida vacation rentals, including:

  • Daytona Beach – Enjoy oceanfront timeshares steps from the sand.
  • Fort Lauderdale – Relax with upscale beachfront accommodations and vibrant nightlife.
  • Miami – Dive into a world of art, culture, and sun-soaked beaches.
  • Naples – Discover luxury and tranquility on Florida’s Gulf Coast.
  • Panama City Beach – Perfect for families and beach lovers seeking affordable fun.

Wherever you want to go, RedWeek helps you find the perfect Florida timeshare rental.

Key West Timeshare FAQs

What are the advantages of booking a Key West timeshare over a hotel?

Key West timeshare rentals offer larger accommodations, typically with full kitchens, living areas, and private balconies—perfect for families, couples, or longer stays. You’ll also enjoy resort-style amenities like pools, beach access, and concierge services, often at lower prices than comparable hotels.

Are there affordable timeshare promotions in Key West, Florida?

Yes! RedWeek features a variety of owner-direct listings and Key West timeshare promotions throughout the year. Travelers can save significantly, especially during off-peak seasons like summer and early fall.

Where are most Key West timeshares located?

Many timeshares in Key West, FL are centrally located in or near Old Town, close to Duval Street, Mallory Square, and the waterfront. Some are beachfront or marina-facing, offering incredible sunset views and quick access to water activities.

Can I book a short stay at a Key West timeshare, or is a full week required?

While some timeshare rentals are available for full-week stays, others offer flexibility with shorter bookings. Availability may vary by season and listing, so it’s best to check RedWeek for current options.

What amenities do Key West timeshare resorts typically offer?

Most Key West timeshare properties offer outdoor pools, hot tubs, on-site parking, laundry facilities, beach or marina access, and concierge services. Some also include private beaches, bike rentals, or water sport equipment.

Is a Key West timeshare a good choice for families or groups?

Absolutely. Timeshare rentals provide space and flexibility that’s hard to find in standard hotel rooms. Many units include multiple bedrooms, dining areas, and home-like features ideal for families or traveling with friends.

When is the best time to book a Key West timeshare rental?

For the best selection and weather, book between December and April. For budget-friendly rates and fewer crowds, consider summer or early fall when Key West timeshare promotions are more common.

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