Discover Your Perfect Caribbean Islands Vacation Homes

Best Vacation Homes in Caribbean Islands

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10.0 (13 Reviews)
Bed & Breakfast
Campito Loving
  • Parking
  • Pool
  • Balcony/Terrace
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Caribbean Islands Luxury Rentals

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Find More Caribbean Islands Villas, Resorts, & Rentals on BedroomVillas

Caribbean Islands Pet Friendly Vacation Rentals

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10.0 (17 Reviews)
Ski Chalet
La Guisarde
  • Parking
  • Pet Friendly
  • View
View Availability
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Caribbean Islands Large Vacation Homes

10.0 (15 Reviews)
Bed & Breakfast
Queen of Hearts Apartahotel
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Caribbean Islands Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Caribbean Islands

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you enjoy its best weather and vibrant atmosphere, making your Caribbean Islands vacation rentals an unforgettable experience.

Peak Season Highlights

spring
December to April

During these months, you'll experience the most favorable weather with warm days and minimal rainfall, perfect for exploring the area’s beaches and outdoor activities.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 70°F to 75°F
spring
July to August

This summer period offers vibrant atmosphere and lively events, making it an ideal time for those seeking a bustling Caribbean experience.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 76°F to 80°F

Off-Season Highlights

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May to June

In this shoulder season, you can enjoy fewer crowds and more affordable rates while still experiencing warm weather and pleasant conditions.

Average Temperature Daytime: 82°F to 87°F - Nighttime: 72°F to 77°F
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September to November

This period sees less tourist activity due to the wetter season, but it's a great opportunity to find special deals on vacation rentals before the peak months return.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 73°F to 77°F

Weekly Weather Forecast for Caribbean Islands

How to Book Your Caribbean Islands Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Caribbean Islands

More Top-Rated Vacation Rentals in Caribbean Islands Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax and unwind in the warm Caribbean sun.
  • Benefit from lush, tropical landscaping that enhances your outdoor living experience.
  • Take advantage of spacious patios or verandas perfect for outdoor dining or lounging.
  • Celebrate the sunset with a cozy outdoor seating area designed for gatherings.
  • Make use of well-maintained gardens that add natural beauty around your accommodation.
  • Stay active with access to outdoor sports amenities such as volleyball courts or tennis courts.
  • Relax on a hammock amidst the scenic surroundings to enjoy the tranquil island environment.

Top Attractions Around Caribbean Islands

What attractions are nearby?

Here, you can immerse yourself in a variety of exciting outdoor activities and cultural experiences that showcase the vibrant spirit of this destination, making your stay truly memorable.

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Family Activities

  • Snorkeling Adventures: Explore the vibrant coral reefs and marine life in the clear waters surrounding your Caribbean Islands vacation rentals, providing an exciting activity for the whole family.
  • Beach Day Activities: Relax on the pristine beaches of this destination, building sandcastles, swimming, or enjoying a leisurely picnic with your loved ones.
  • Water Sports Excursions: Engage in kayaking, paddleboarding, or windsurfing, offering fun-filled experiences right from the doorstep of your Caribbean Islands stay.
  • Cultural Tours and Festivals: Discover local traditions and history through family-friendly tours and lively festivals that highlight the area's rich cultural heritage.
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Adult Activities

  • Snorkeling and Scuba Diving: Explore vibrant coral reefs and marine life in the clear waters, making your stay here an underwater adventure.
  • Island Hopping Tours: Discover nearby islands and secluded beaches, offering a perfect blend of relaxation and exploration in this tropical region.
  • Water Sports Activities: Engage in activities like paddleboarding, jet skiing, and windsurfing to enjoy the warm ocean waters and sunny skies.
  • Spa and Wellness Treatments: Unwind with luxurious spa services that harness the region's natural ingredients, promoting relaxation amidst stunning seaside settings.

Other Places to Stay in Caribbean Islands

Dominican Republic
Dominican Republic Vacation Rentals
Hispaniola
Hispaniola Vacation Rentals
Punta Cana
Punta Cana Vacation Rentals
East Coast
East Coast Vacation Rentals
La Altagracia
La Altagracia Vacation Rentals
Santo Domingo
Santo Domingo Vacation Rentals
North Coast
North Coast Vacation Rentals
Puerto Plata
Puerto Plata Vacation Rentals
Puerto Plata
Puerto Plata Vacation Rentals
Bavaro
Bavaro Vacation Rentals
Distrito Nacional
Distrito Nacional Vacation Rentals
Samana
Samana Vacation Rentals
More Places to Stay Near Caribbean Islands

Caribbean Islands Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Experiences: Research unique cultural events and outdoor activities to immerse yourself in the authentic vibe of the region during your stay.
  • Choose the Right Accommodation: Opt for a centrally located vacation rental that offers easy access to the area's beaches, dining, and attractions for a hassle-free experience.
  • Respect the Environment: Practice eco-friendly habits, such as reducing waste and conserving water, to help preserve the natural beauty that draws visitors here.
  • Stay Connected with Local Tips: Engage with hosts or locals to get insider advice on the best hidden spots and activities tailored to your interests in this destination.

Transportation Options

  • Commercial Airports: Major airports in the region offer convenient flights, making it easy for you to access popular Caribbean Islands directly from numerous international destinations.
  • Ferries and Water Taxis: These boat services connect islands and coastal areas, providing scenic and efficient transportation options for exploring the nearby regions within the Caribbean.
  • Car Rentals: Renting a vehicle on the island gives you flexibility and independence to explore at your own pace, ideal for discovering hidden gems and local attractions.
  • Public Buses and Local Transport: Budget-friendly buses and shared transportation systems are readily available, offering an authentic way to experience the area's culture and daily life.

Local Customs Options

  • Dance and Music Traditions: You will notice that lively dance styles and regional music like calypso and reggae are integral to the area's cultural celebrations, reflecting the vibrant spirit of the islands.
  • Local Festivals: Participating in regional festivals allows you to experience authentic customs, where traditional foods, costumes, and performances showcase the unique heritage of the destination.
  • Greetings and Social Etiquette: Respectful greetings such as handshakes or cheek kisses are common here, and observing local manners will help you connect more genuinely with residents.
  • Cuisine and Food Customs: Sampling local dishes often involves sharing meals in communal settings, emphasizing the importance of hospitality and familial bonds cherished in this region.

Frequently Asked Questions About Caribbean Islands?

1. What are the top vacation rentals in Caribbean Islands?

There are a lot of options in Caribbean Islands. If you plan on staying in the Caribbean Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Caribbean Islands:

2. How many vacation rentals have private pools in Caribbean Islands?

There are 5202 vacation rentals with private pools near Caribbean Islands. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Caribbean Islands are best for families?

If you are looking for a family-friendly vacation home in Caribbean Islands, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Caribbean Islands:

4. How many Rentbyowner vacation rentals are available in Caribbean Islands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 25874 in the Caribbean Islands area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Caribbean Islands. 

5. What is the cancellation policy for vacation rentals in this Caribbean destination?

Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before confirming your booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning, security deposits, or service charges may apply depending on the property. Always check the listing for detailed fee information or reach out to the owner for clarification.

7. How do I ensure that my booking is secure and reliable?

To guarantee a trustworthy experience, book through listings that are verified and include clear communication options with the property owner. Reading reviews and checking the property's ratings can also help ensure reliability.

8. What amenities are typically included in Caribbean vacation rentals?

Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and private outdoor spaces. Specific amenities vary, so review each listing carefully to confirm what’s included for your stay.

9. How far in advance should I book my vacation rental to secure the best availability?

It’s advisable to book several months ahead during peak travel seasons to ensure the best selection and availability. Low season bookings can often be made closer to your arrival date, but early planning helps secure your preferred property.

Caribbean Islands Top Rated Vacation Rentals

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