From Barbados to Puerto Rico, the Caribbean islands make up some of the most beloved vacation destinations. A trip to just about any of these islands comes with sandy beaches, deep blue water, and tons of hidden natural wonders to discover. Oh, and resorts, lots of resorts. Maybe a few too many resorts to choose from. If you have a bit of choice paralysis when it comes to deciding on a place to stay, this is for you! Here are some of the best Caribbean timeshare resorts!
Best Caribbean Timeshare Resort in Barbados



Not everyone can say they’ve slept in a piece of history, but if you stay at the Crane, a Hilton Grand Vacations Club, you can! This resort was founded in 1887 as Barbados’ first hotel and is the oldest continuously operating Caribbean timeshare resort! Just one look at the Crane’s elegant, Victorian design makes it clear that the property has been on the island for over a century, but that doesn’t mean its insides are ancient history! In fact, the Crane is packed with modern amenities and luxurious accommodations. Plus, the property is set on 40 sprawling acres of beachfront property. So, you’ll be able to walk right from the comfort of your suite onto the beach! When it comes to seaside vacations, the Crane is a fantastic place to stay.
Amenities
- Beach Access
- Spa
- On-Site Restaurant
- Swimming Pools
- Fitness Center
- Recreation Room
- Sports Courts
Accommodations
- Studio: features a king bed, bathroom, kitchenette, breakfast nook, and a seating area. Accommodates two guests.
- One-Bedroom Suites: features a king bed, sofa bed, bathroom, full kitchen, living room, washer/dryer, and a balcony or private garden. Some suites also come with a large rooftop deck that provides access to a garden and rooftop pool. Accommodates four guests.
- Two-Bedroom Suites: features a king bed, two twin beds, sofa bed, two bathrooms, full kitchen, living room, washer/dryer, and a balcony with tower pools, a private roof terrace, outdoor jetted tub, and a barbecue grill. Accommodates six guests.
- Three-Bedroom Suites: features two king beds, two twin beds, a sofa bed, three bathrooms, full kitchen, living room, washer/dryer, furnished balcony, and a private roof terrace with a barbecue grill, gazebo, and an outdoor jacuzzi. Accommodates eight guests.
Things to Do in Barbados



When you’re not unwinding at the beach, you’ll have plenty to do in Barbados. Harrison’s Cave is one of the most beautiful natural wonders of the Caribbean. You can take a tram tour around the massive cave before venturing out into the bigger adventure park, where you can go ziplining, visit a bird aviary, and more.
Or you can scuba deep into the island’s calm, blue waters and explore sites like Folkestone Marine Park. Here, you’ll see an incredible artificial reef created by the sunken ship Stavronikita. Don’t want to venture too far into the ocean? Then snorkel by the inshore reef and see plenty of colorful marine life like fish, coral, and sea sponges.
Best Caribbean Timeshare Resort in Aruba



Looking for a bit of competition on your vacation? Then you’ll love this Caribbean timeshare resort in Aruba! As you could probably guess from the name, Divi Village Golf and Beach Resort is home to a meticulously landscaped golf course: the Links at Divi Aruba. Across the course’s nine holes, you’ll be able to test your skills while surrounded by sparkling lagoons and lush greens. You won’t just be testing your skills at Divi Village though—you’ll be testing your luck! The Alhambra Casino is just a short walk away, so you can experience world-class slot machines and table games before retreating to the comfort of your suite.
Amenities
- Beach Access
- Golf Course
- Spa
- Swimming Pools
- Fitness Center
Accommodations
- Studio: features a king bed, sleeper sofa, bathroom, full kitchen, and a balcony or patio. Accommodates four guests.
- One-Bedroom Suite: features a king bed, sleeper sofa, two bathrooms, full kitchen, living area, and a balcony or patio. Accommodates four guests.
- Two-Bedroom Suite: features a king bed, queen bed, sleeper sofa, two bathrooms, full kitchen, living area, and balconies or patios. Accommodates six guests.
Things to Do in Aruba



You’ll find plenty of fun things to do just a short drive away from your Caribbean timeshare in Aruba. One of the island’s most popular attractions is the Natural Pool, also known as Conchi or Cura di Tortuga. Surrounded by some of Aruba’s most rugged terrain, the pool boasts stunning, sparkling water, and it’s perfect for swimming and snorkeling. You’ll also be near the Casibari Rock Formations, which comprise huge boulders with nearby trails that will help you reach the top of the rocks.
While both of these attractions are great, if you want an experience you can only get in Aruba, you have to check out the Arikok National Park. This park makes up almost 20 percent of the island and takes guests on a memorable journey of the island’s past with its unique geological, cultural, and historical sites. Be sure to stop by Fontein Cave, which features pictographs by the island’s original inhabitants. Overall, Aruba is easily one of the best vacation destinations in the summer.
Best Caribbean Timeshare Resort in Puerto Rico



Sometimes, all you want on your vacation is a little peace and quiet. At Hyatt Hacienda Del Mar, that’s exactly what you get. Located on a secluded stretch of Dorado Beach, you’ll get to take in the warm, tropical breeze and soak up the sun. When you’re not taking in the ocean views, you can enjoy top-notch dining at the Mahi Mahi Bar & Grill or unwind in a luxurious villa.
Amenities
- Beach Access
- On-Site Restaurant
- Sand Volleyball Court
- Swimming Pool
- Ping Pong
- Daily Activities
Accommodations
- Studio: features a king bed, sleeper sofa, bathroom, and a kitchenette. Accommodates four guests.
- One-Bedroom Villa: features a king bed, sleeper sofa, bathroom, full kitchen, dining area, washer/dryer, and a balcony. Accommodates four guests.
- Two-Bedroom Villa: features two king beds, two sleeper sofas, two bathrooms, full kitchen, dining area, washer/dryer, and a balcony. Accommodates eight guests.
Things to Do in Puerto Rico



Whether you want to unwind in nature, experience the local culture, or just enjoy a good drink, Puerto Rico has you covered. Start by exploring the El Yunque National Forest, which is the only tropical rainforest within the national forest system. This 28,000-acre tropical rainforest is home to breathtaking waterfalls, archaeological sites left behind by the indigenous Tainos, as well as four different vegetation areas supporting over 200 species of plants and trees. Recreational opportunities include ziplining, hiking, biking, birdwatching, and swimming.
You can also visit the Museo de Arte de Puerto Rico, an expansive art museum which also hosts concerts and events on its lush museum grounds. Of course, the fun doesn’t end when the sun sets! In fact, you’ll find plenty of great nightlife districts with lounges and rooftop bars with fantastic drinks. You’ll definitely want to visit La Placita de Santurce, a farmer’s market by day that transformers into a street with live music and drinks aplenty!
How to Save Money on a Caribbean Timeshare
A trip to the Caribbean may sound like a dream, but the reality is that vacations can be expensive. Luckily, we have a way to help you save money and make your dream vacations a reality: timeshare resales. When you buy a timeshare on the resale market, you’ll be able to save up to thousands of dollars on vacation ownership. So, you can embark on an exciting and affordable adventure using your Caribbean timeshare. Interested? Here’s how to make it happen.
Buy a Timeshare with Fidelity Real Estate

At Fidelity Real Estate, we make buying affordable timeshare resales simple. Start by browsing our online marketplace, which features plenty of listings from the best timeshare resorts around the world. Once you find a timeshare you like, make an offer, and our licensed agents will handle the rest. No need to sit through a timeshare presentation here! You can handle the entire process whenever you want, wherever you want. So, if you’re ready to buy a timeshare and take a relaxing vacation in the paradise of the Caribbean, click the button below.
Or, if you’re still on the fence about vacation ownership, we can help you too! Fidelity Real Estate has been helping owners move on from their timeshares for over 20 years. So, you can rest assured that we have the experience you can trust to guide you through the process from beginning to end. Fill out the form below, and one of our licensed agents will be in touch about the next steps. If you have any questions, please give us a call at 1-800-410-8326 or email us at [email protected]. We’re always happy to help!