8 Questions to Answer Before You Start Looking for a Villa, Airbnb or VRBO Wedding Venue in Jamaica

When people think of a destination wedding in Jamaica, they often picture an all-inclusive resort like Sandals or Beaches. Thanks to massive marketing budgets and the influence of travel agents specializing in these types of weddings, resorts have become the default choice for many couples.

However, there are other incredible options to consider for a wedding venue in Jamaica that offer a more intimate, personalized, and unique experience. 

With the growing trend of smaller weddings, more couples are considering hosting their destination wedding at an Airbnb, VRBO, or private villa — a decision that allows for more customization, privacy, and flexibility.

If you’re new to the idea of villa weddings or want to understand why they’re worth considering, start by reading our article, “Planning a Jamaica Villa Wedding – What You Need to Know.”

If you’re already considering a villa, Airbnb, or VRBO wedding in Jamaica, here are the eight crucial questions you need to answer before you start searching for a wedding venue in Jamaica.

Table set with candles at a wedding venue in Jamaica called Mais Oui Villa in Discovery Bay

1. What Type of Non-Hotel Do You Want for Your Wedding Venue in Jamaica – Villa, Airbnb, or VRBO?

If you are looking for a wedding venue in Jamaica that provides both lodging and venue in one, a vacation rental is worth considering.

Before you begin your search, it’s important to understand the differences between Airbnb, VRBO, and villas in Jamaica. For particle purposes, these terms are often used interchangeably to describe vacation rentals.

What’s the Difference between an AirBnB, VRBO, and a Villa?

  • Airbnb listings can range from a private room in someone’s home to an entire house rental. Most Airbnbs in Jamaica are self-catering, meaning no staff is included in the rental.
  • VRBO (Vacation Rental By Owner) properties are entire home rentals, similar to Airbnb, but often cater more to families or groups. Like Airbnb, VRBO rentals typically do not include staff.
  • Villas in Jamaica, on the other hand, are traditionally fully staffed private homes that offer a more luxurious and service-oriented experience. This means no chores, allowing you and your guests to truly relax and enjoy the experience.

Airbnb and VRBO are listing sites. It’s worth noting that many villas list themselves on Airbnb and VRBO for marketing purposes, but this doesn’t mean they operate like typical self-catering rentals. Some villas will include staff as part of their rate, while others may offer it as an optional add-on.

Villas can be booked on Airbnb, VRBO, directly from owners, through property managers, or via villa rental agencies.

Staffed vs. Unstaffed Properties: What’s Right for You?

One of the biggest distinctions when choosing a property for your wedding is whether you prefer a staffed or unstaffed experience.

  • Unstaffed properties (Airbnb and VRBO rentals): You’ll be responsible for everything — cooking, cleaning, grocery shopping, and tidying up. Some properties will arrange for example for a private chef if you so desire.
  • Staffed villas: These properties offer a full-service experience with a dedicated team, many of which include a chef and butler. No cooking, no cleaning, no running errands — just pure relaxation.

So, before you begin your search, decide whether you want a fully staffed experience or a self-service rental. Your answer will shape the type of venue that best fits your vision.

map of Jamaica to help you figure out where to book your wedding venue in Jamaica

2. Which Area of Jamaica Do You Want to Stay In?

Jamaica has several distinct resort towns, each with its own vibe and attractions. If you don’t already have a specific location in mind, consider what’s most important for you and your guests.

Montego Bay is the most accessible location, as it’s home to the island’s largest airport. It’s a great choice if you want a short transfer time from the airport, a variety of restaurants, and easy access to nightlife.

Negril, known for its famous Seven Mile Beach, offers a laid-back, bohemian atmosphere perfect for relaxed, barefoot weddings.

Ocho Rios, on the other hand, is ideal for couples who want adventure and sightseeing, with attractions like Dunn’s River Falls and Blue Hole.

Portland has a lot of natural beauty and is now more accessible due to the opening of the Ian Flemming Airport near Ocho Rios.

The South Coast has a laid back vibe, like Jamaica of old.

Another hidden gem is Discovery Bay, a tranquil area located between Montego Bay and Ocho Rios. It offers the best of both worlds, with access to over 30 attractions within an hour’s drive, while maintaining a peaceful, exclusive atmosphere for your wedding.

Factors to Consider When Choosing the Location of Your Wedding Venue in Jamaica

  • Activities & Attractions: Do you want easy access to excursions, nightlife, or cultural experiences?
  • Proximity to the Airport: If you’re staying for only a few days, a long transfer might not be ideal.
  • Guest Convenience: Will most of your guests be comfortable traveling long distances from the airport to the venue?

If you’re still deciding where to stay, check out these helpful guides:

Gazebo at Mais Oui Villa, a wedding venue in Jamaica

3. How Long Do You Plan on Staying in Jamaica?

Most villas require a minimum stay for weddings — often four nights to a week. This is an important factor to consider when planning your trip.

For a smooth, stress-free experience, we recommend staying at least three to four nights. Arriving at least two days before your wedding allows you to settle in, finalize details, and adjust to the rhythm of the island before your big day. After the wedding, you’ll want at least a day to relax, soak in the moment, and celebrate with your guests before heading off on your honeymoon.

If possible, extending your stay lets you spend more quality time with family and friends, especially if they’ve traveled long distances to celebrate with you.

4. What Dates Are You Considering for Your Wedding in Jamaica?

The time of year you choose for your wedding can affect availability, pricing, and even the overall experience.

Jamaica has two main seasons:

  • High Season (December 15 – April 15): More tourists, higher prices, and limited availability. If you’re considering a high-season wedding, book early!
  • Low Season (April 16 – December 14): More flexibility, lower rates, and fewer crowds. If you’re looking for a budget-friendly option, this may be ideal.

If you’re flexible with your dates, consider booking in the shoulder months (late April or early December) when the weather is still fantastic, but rates are lower.

white garden chairs set up for a wedding at Mais Oui Villa a wedding venue in Jamaica

5. How Many People Will Be Staying at the Property?

Knowing the number of guests who will be staying at the villa is crucial. Most vacation rentals in Jamaica assume double occupancy, meaning that if you have 10 people in your wedding party, you’ll need a villa with at least five bedrooms.

If your group includes singles, couples, or families, be sure to check if the villa offers flexible sleeping arrangements, such as king beds that can be split into twin beds or additional rollaway beds.

6. What is the Size of Your Guest List?

Not all villas can accommodate large weddings, so it’s essential to check capacity limits before falling in love with a property. Some villas specialize in intimate weddings of 20 or fewer guests, while others can host larger celebrations.

If your guest list exceeds the venue’s limit, you may need to rent multiple villas nearby to accommodate everyone.

7. What is Your Vision for Your Villa, Airbnb, or VRBO Wedding?

You don’t need to know every detail before you reach out to property owners, but you should have a clear enough vision of your wedding to be able to discuss:

  • Do you want both the ceremony and reception at the villa?
  • Will you be bringing in vendors for catering, décor, and entertainment?
  • Are you planning multiple events like a welcome dinner, rehearsal dinner, or post-wedding brunch?
  • Will there be a seated dinner?
  • Will you need space for dancing or entertainment?

Be upfront with the property owner about your plans. If they approve a quiet, intimate wedding and you throw a huge party, you risk violating your agreement.

Communicating your expectations upfront ensures that the wedding venue aligns with your needs.

set up for a garden wedding at Mais Oui Villa in DiscoveryBay a wedding venue in Jamaica

8. What is Your Expected Financial Investment for your Villa, Airbnb or VRBO Wedding Venue in Jamaica?

A wedding in Jamaica at an Airbnb, VRBO or villa consists of two major expenses:

  • Villa rental costs – Accommodations for you and your guests.
  • Wedding-related expenses – Catering, décor, officiant, photography, etc.

For a detailed cost breakdown, read our article:

“Jamaica Villa Weddings: How Much Will My Wedding in Jamaica Cost?”

By answering these eight key questions, you’ll have a clear roadmap before you even begin searching for a villa, Airbnb, VRBO in Jamaica for your wedding venue. With careful planning, a villa wedding can provide an intimate, luxurious, and unforgettable experience — one that truly reflects your personality and vision.

If you’re ready to explore the possibilities, start your search with confidence! Your dream Jamaica villa wedding is waiting.

If you are looking for an Airbnb, a VRBO, or a villa for your Jamaica wedding venue, look no further than Mais Oui Villa in Discovery Bay.

A Private Jamaican Villa with Accommodations and Event Space for Up to 20 Wedding Guests | 3-Night Minimum Stay

Picture a destination wedding weekend at Mais Oui Villa, where every detail is meticulously curated to bring your vision to life. From the moment you arrive, you and your guests will experience unmatched privacy, comfort, and elegance—all in the heart of beautiful Discovery Bay, Jamaica.

Enjoy exclusive access to our luxurious 8-bedroom villa, where your lodging, ceremony, and reception flow seamlessly together in a setting designed just for you. Every moment is tailored to reflect your love story, allowing you to relax, connect, and celebrate with those who mean the most.

At Mais Oui, we specialize in creating intimate, stress-free weddings that leave lasting memories for you and your guests. Your dream Jamaica destination wedding is closer than you think.

Let us make it a reality.

Ready to plan your luxury micro wedding in Jamaica? Contact Mais Oui Villa today and let us help bring your vision to life!

Check out our wedding webpage here – https://MakeItJamaica.com/jamaica-weddings

Download our Mais Oui Villa Wedding Brochure –

‘Til next time.

Think and dream Jamaica!

Sherry, Darrell, and Darrian

Considering a visit to Jamaica with a group? Contact us today for more information about, Mais Oui Tennis & Spa Villa, our boutique 8-BR ocean view Jamaica villa rental experience in beautiful Discovery Bay, Jamaica. Perfect for multi-generational families and groups, retreats, and intimate destination weddings and vow renewals.

Visit our website: https://MakeItJamaica.com

Give us a call: 833.624.7684 (toll-free) or 914.709.0457

Like us on Facebook: https://facebook.com/MakeItJamaica

Follow us on Pinterest: https://pinterest.com/makeitjamaica

Subscribe to our YouTube channel: https://youtube.com/MaisOuiVilla

Follow us on Instagram: @MakeItJamaica @MaisOuiVilla

Sign up for our newsletter and immediately get our Free Discovery Bay Insider Guide to discover what you won’t find in the guidebooks.

Support Locally Owned Wedding Venues

Thank you for visiting our blog! We hope you’ll consider a locally owned wedding venue for your big day and show some love to other independent venues around the world.

Dream Ranch Events Blog, Livingstone Event Space Blog, Thistledome House Blog, La Bella Luna Blog, Bluestone Estate Blog, Oxbow Acres Blog, Sparks Museum & Event Center Blog

Related Posts

About the Author Sherry

Sherry & Darrell, owners of Mais Oui Tennis & Spa Villa in Discovery Bay, Jamaica, consider themselves unofficial ambassadors for Jamaica. They look forward to using their insider knowledge to help guests create priceless vacation memories. Feel free to say hi!

Related Posts

About the Author Sherry

Sherry & Darrell, owners of Mais Oui Tennis & Spa Villa in Discovery Bay, Jamaica, consider themselves unofficial ambassadors for Jamaica. They look forward to using their insider knowledge to help guests create priceless vacation memories. Feel free to say hi!