Caribbean vacation rentals

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Popular Caribbean destinations on Vrbo

Vacation rentals with weekly discounts - Caribbean

Showing deals for:Oct 10 - Oct 17

Find out more about Caribbean

Why visit Caribbean

  1. Stunning Beaches: Enjoy the Caribbean's idyllic sandy shores and crystal-clear waters, perfect for relaxation and water activities.
  2. Cultural Experiences: Immerse yourself in local traditions, music, and cuisine that reflect the diverse heritage of the islands.
  3. Outdoor Adventures: Engage in thrilling excursions such as snorkeling, hiking, and sailing, exploring the natural beauty of the region.
  4. Charming Accommodations: Choose from luxurious villas, cozy condos, or spacious homes tailored to fit your vacation style.
  5. Vibrant Local Markets: Discover the lively markets filled with handmade crafts, fresh produce, and unique souvenirs.

Popular types of accommodation in Caribbean

Thinking about a getaway to the Caribbean? You’re in the right place! Our most popular types of vacation rentals include stunning villas, cozy condos, and spacious houses. Whether you’re looking for luxurious villa rentals or charming Caribbean vacation homes, we have a variety of options to fit your needs. Enjoy the sun, sand, and sea with accommodations that offer both comfort and style.

  • Villas: The top choice among travelers, these luxurious accommodations offer spacious living and stunning views, perfect for a lavish getaway.
  • Condos: A popular option, condos provide a blend of comfort and convenience, often featuring shared amenities and easy access to the beach.
  • Houses: Ideal for families or groups, these homes offer privacy and a home-like atmosphere in beautiful surroundings.
  • Apartments: A practical choice for budget-conscious travelers, apartments give you the flexibility to cook and enjoy local living.
  • Cottages: Quaint and cozy, cottages provide a charming escape with a touch of rustic charm, perfect for a romantic retreat.**

Top attractions in Caribbean

The Caribbean offers a vibrant mix of attractions, perfect for travelers seeking beautiful beaches, cultural experiences, and outdoor adventures. You can explore stunning Caribbean islands, relax by picturesque bays, or visit historic churches. Whether you're lounging on the sandy shores or immersing yourself in local culture, there's something for everyone to enjoy in this tropical paradise.

  1. Eagle Beach: Known for its soft white sands and crystal-clear waters, Eagle Beach is perfect for sunbathing and swimming. Its relaxed atmosphere makes it an ideal spot for beach lovers looking to unwind under the Caribbean sun.
  2. El Yunque National Forest: This lush rainforest offers eco-friendly adventures with stunning hiking trails, diverse wildlife, and breathtaking waterfalls. Experience the beauty of nature while enjoying outdoor activities in a serene environment.
  3. Orient Bay Beach: A popular nudist beach, Orient Bay combines romance and family-friendly vibes. Enjoy relaxing sunbathing, water sports, and delicious beachside dining, creating unforgettable memories in a picturesque setting.

Things to do recommended for couples

For a romantic Caribbean getaway, ride the Puerto Plata Cable Car for breathtaking views, swim with stingrays at Stingray City for an adventurous day, and savor local flavors at Oistin's Friday Night Fish Fry, where the vibrant atmosphere is perfect for couples.

Things to do recommended for families

Families vacationing in the Caribbean can unwind at Scape Park for wellness activities, splash around at Sirenis Aquagames Water Park for thrilling fun, and catch an exciting game at Sir Vivian Richards Stadium to enjoy the local sports culture.

What do I need to keep in mind when booking a vacation in Caribbean

If you're traveling with a group, family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Caribbean with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Caribbean with young kids: Traveling with young kids can be demanding. It’s important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Caribbean: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels completely at home.
  • Planning for a long term stay visiting Caribbean: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Caribbean

The Caribbean offers an enchanting blend of tropical escapes and warm hospitality, making it an ideal vacation destination. Picture yourself lounging in a beach house, soaking up the sun on pristine shores, or embarking on thrilling excursions to explore vibrant local culture. From romantic island getaways to family-friendly beach vacations, the Caribbean is filled with countless vacation ideas that promise relaxation and adventure in equal measure.

  • Puerto Rico: Puerto Rico is a vibrant territory located in the heart of the Caribbean, known for its stunning beaches and rich cultural heritage. Travelers flock to this tropical paradise for outdoor adventures and breathtaking scenery. Popular activities include exploring recreational areas, luxurious resorts, and pristine golf courses. The island is home to iconic landmarks such as beautiful family-friendly beaches and nature reserves, perfect for hiking and wildlife watching. With a blend of history, culture, and natural beauty, Puerto Rico offers an unforgettable travel experience.
  • Aruba: Aruba, a gem in the Caribbean, is renowned for its stunning beaches and laid-back vibe. Ideal for those seeking a combination of outdoor activities and urban exploration, Aruba boasts a variety of resorts and world-class golf courses. Visitors can immerse themselves in the local culture while enjoying attractions such as picturesque lagoons and scenic island views. Whether lounging on powdery white sands or trying out water sports, Aruba promises an exciting getaway filled with sun, sea, and adventure.
  • Turks and Caicos: Turks and Caicos is an idyllic destination known for its turquoise waters and serene landscapes. This Caribbean paradise attracts travelers seeking beautiful beaches and outdoor experiences. The islands offer a range of activities, including visits to shopping centers and thrilling adventure sports. With local landmarks like marinas and stunning water features, Turks and Caicos provides a perfect backdrop for relaxation and exploration. Whether you're indulging in shopping or enjoying water-based adventures, this destination is sure to captivate.

Best time to go to Caribbean

If you're planning a trip to Caribbean, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverageAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverageAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighSlightly High
August82.8°F (28.2°C)Light RainMostly SunnyAverageSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.7°C)Light RainMostly SunnySlightly LowAverage
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? One way to do this is by being flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the total booking amount. Being the planner truly has its perks! Enroll in our One Key rewards program to take advantage of exclusive member discounts and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous arrangements, or organize your travel plans. You'll be able to see the properties you've saved or booked neatly categorized as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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