Oracabessa holiday lettings

We found 851 holiday rentals — enter your dates for availability

Discover a selection of 5 villas and other holiday rentals in Oracabessa that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Why visit Oracabessa

  • James Bond Beach: Relax on the iconic sands of James Bond Beach, perfect for sunbathing and water sports.
  • Stunning Natural Beauty: Explore picturesque parks and waterfalls that highlight Jamaica's lush landscapes.
  • Cultural Experience: Immerse yourself in the vibrant local culture and friendly atmosphere of Oracabessa.
  • Variety of Accommodations: Choose from charming villas, apartments, and private holiday homes to suit your preferences.
  • Family-Friendly Activities: Enjoy a range of outdoor adventures ideal for families, couples, and solo travellers.

Popular types of accommodation in Oracabessa

Planning a getaway to Oracabessa? You're in for a treat! This vibrant destination offers an array of delightful accommodation options, including villas, apartments, and private holiday homes. Whether you're seeking a lively stay near Margaritaville Beach or a tranquil retreat close to local hotels, Oracabessa has something for everyone. Explore the colourful resorts and find the perfect base for your adventures. Your ideal holiday escape awaits!

  • Villas: The most sought-after accommodation in Oracabessa, offering luxurious spaces with stunning views and private amenities.
  • Apartments: A popular choice for those seeking convenience and comfort, ideal for couples or small families.
  • Houses: Perfect for larger groups, these homes provide a home-away-from-home experience with plenty of space.
  • Condos: A fantastic option for those who enjoy modern living with shared facilities and easy access to local attractions.
  • Cottages: These charming retreats offer a cozy atmosphere, ideal for those looking for a peaceful getaway.**

Top attractions in and around Oracabessa

Oracabessa, located in Saint Mary, Jamaica, is perfect for those seeking a vibrant outdoor and beach holiday. With stunning attractions such as Oracabessa Bay and Jamaica Beach, visitors can enjoy beach rides and explore local parks and waterfalls. This charming destination offers a rich cultural experience alongside its beautiful natural sights, making it an ideal spot for families, couples, and solo travellers alike looking to unwind and immerse themselves in the Jamaican lifestyle.

  • James Bond Beach: Nestled in Oracabessa, this beach offers a vibrant atmosphere perfect for relaxation. Named after the famous film series, it features golden sands and clear waters, making it an idyllic spot for sunbathing and swimming.
  • Rio Nuevo Battle Site: Located 2.5km from Oracabessa, this significant historic site commemorates the fierce battles between British forces and the Spanish. Immerse yourself in the rich culture and history that shaped Jamaica.
  • Cool Blue Hole: Situated 4.3km away, this enchanting waterfall is surrounded by lush greenery, offering a perfect setting for adventure and romance. Swim in its refreshing waters or explore the scenic trails nearby.

Things to do recommended for couples

In Oracabessa, indulge in a sunset beach picnic at James Bond Beach, explore the lush gardens of the GoldenEye Resort, or take a romantic boat trip to the nearby island of Lime Cay. Experience local cuisine at charming eateries for an unforgettable getaway.

Things to do recommended for families

Families visiting Oracabessa can experience the excitement of the Jamaican Bobsled Rollercoaster, a thrilling amusement ride located 6.8km away. This attraction promises fun for all ages, making it a perfect addition to your family adventure in Jamaica.

Things to do recommended for groups

In Oracabessa, groups can embark on an exhilarating adventure at Mystic Mountain, shop at the vibrant Coconut Grove Shopping Village, or explore local crafts at the Ocho Rios Craft Market. Each experience offers a unique taste of Jamaican culture and entertainment, perfect for group travellers.

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

When travelling with a group, family, or pets, or if you're considering longer stays, it's important to filter your search according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oracabessa with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Oracabessa with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oracabessa: For many families, a holiday wouldn't feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Oracabessa: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Oracabessa

Oracabessa, a charming coastal town in Saint Mary, Jamaica, offers an idyllic escape for beach lovers and outdoor enthusiasts alike. Famous for the stunning James Bond Beach, visitors can soak up the sun on soft sands or indulge in thrilling water sports. The area exudes a romantic and family-friendly vibe, perfect for creating lasting memories. Explore the picturesque surroundings, enjoy friendly locals, and immerse yourself in the laid-back atmosphere that makes Oracabessa a delightful holiday destination.

  • Ocho Rios: Ocho Rios is a vibrant coastal city located 6.2km from Oracabessa. Renowned for its stunning beaches and lush landscapes, it offers a plethora of outdoor activities perfect for families. Spend the day at the famous Dunn's River Falls, where you can climb the cascading waters or simply relax on the beach nearby. The area boasts numerous resorts and golf courses, making it an ideal spot for both relaxation and recreation. Don't miss the opportunity to explore the local parks, which provide beautiful scenery and a chance to connect with nature.
  • Boscobel: Just 1.6km away from Oracabessa, Boscobel is a charming city that invites travellers to indulge in its beachside allure. With warm, sandy shores and plenty of outdoor adventures, it’s a fantastic destination for families looking to create lasting memories. Boscobel is home to several resorts, offering activities ranging from water sports to golf. History enthusiasts will appreciate the nearby historic sites that give a glimpse into Jamaica's rich culture. The local parks also provide a serene environment for leisurely strolls or picnics.
  • Salt Gut: A quaint village situated a mile from Oracabessa, Salt Gut is perfect for those seeking a more laid-back experience. This idyllic destination is known for its tranquil beaches and family-friendly atmosphere. Visitors can enjoy the captivating coastal views or engage in various outdoor activities. The village features charming resorts and parks, ideal for family outings. Salt Gut's inviting community and scenic surroundings make it a delightful spot to unwind and enjoy the natural beauty of Jamaica.

Best time to go to Oracabessa

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverageAverage
March76.5°F (24.7°C)Light RainMostly SunnySlightly HighAverage
April78.4°F (25.8°C)Light RainMostly SunnySlightly HighAverage
May79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.0°F (27.8°C)Light RainMostly SunnySlightly HighAverage
August82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly Low
September82.2°F (27.9°C)Light RainMostly SunnyAverageSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnySlightly LowSlightly Low
November79.0°F (26.1°C)Light RainMostly SunnySlightly LowSlightly High
December77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some pounds on your upcoming getaway? Being flexible with your travel dates can really pay off, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of accommodation.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new holidays, pick up from where you last saved, or manage your existing arrangements. You can easily access the properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The charming area of Oracabessa awaits your stay

Enjoy the entertainment and other features of Oracabessa. Revered for its beaches, sporting events and kayaking, this city is both romantic and relaxing. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Exploring the natural landscape of Oracabessa

Whether you're an adventurous traveller or just want to take in the scenery, Oracabessa is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • James Bond Beach (0.6 mi / 0.9 km)
  • Cool Blue Hole (7 mi / 11.3 km)
  • White River Reggae Park (8.1 mi / 13 km)
  • Mahogany Beach (9.8 mi / 15.7 km)
  • Turtle River Park (10.3 mi / 16.6 km)
  • Turtle Beach (10.4 mi / 16.8 km)

How to get to and around Oracabessa

The nearest airport is in Ocho Rios (OCJ-Ian Fleming Intl.), located 1.3 mi (2.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Kingston (KIN-Norman Manley Intl.), which is 33.7 mi (54.3 km) away.

Frequently asked questions

What is the best area to stay in Oracabessa when booking a holiday rental?
When considering a holiday rental in Oracabessa, Saint Mary, Jamaica, the area around the coast is particularly appealing. This neighbourhood is renowned for its stunning beaches and crystal-clear waters, making it an ideal spot for relaxation and enjoying the natural beauty of the island. Visitors can explore the famous James Bond Beach, known for its picturesque scenery and vibrant setting, where you can unwind or engage in various water sports.

Another highlight in this area is the nearby Green Grotto Caves, a fascinating attraction that offers an exciting glimpse into Jamaica's geological history. The caves are known for their impressive limestone formations and rich history, providing a great experience for those interested in nature and local culture.

In terms of accommodation, there are a variety of properties available along the coast, ranging from charming villas to modern apartments. This ensures that visitors can find a suitable option that meets their needs, whether they are looking for a romantic getaway or a family-friendly space.
How much does it cost to rent a holiday home in Oracabessa?
Prices for holiday rentals in Oracabessa vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oracabessa to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oracabessa holiday house rentals?
You can find great discounts on house rentals in Oracabessa on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oracabessa?
For renting a beach house in Oracabessa, the area along James Bond Beach is particularly appealing, known for its stunning golden sands and crystal-clear waters. Many properties here offer direct beach access, private patios or balconies, and amenities such as outdoor showers, barbecue grills, and fully equipped kitchens, making it great for families or groups looking to enjoy a seaside holiday.

In addition, the vicinity around the Oracabessa Bay provides a tranquil setting with several holiday rentals located within lush tropical gardens, often featuring private pools and spacious living areas for relaxation. These accommodations typically allow for easy access to local attractions, including the nearby GoldenEye Resort, where you can enjoy exquisite dining and water sports.

Furthermore, the area is rich in natural beauty, with opportunities for exploring the vibrant marine life through snorkeling or diving excursions. Rentals in this region may also include conveniences like Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay while enjoying the laid-back island lifestyle.
What is the most popular type of holiday rental accomodation in Oracabessa?
In Oracabessa, cottages are the most popular type of holiday rental, with around 12 available in the area. These charming properties are often set in lush surroundings, providing a tranquil escape close to the beautiful beaches and local attractions. Most cottages come equipped with essential amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces for enjoying the tropical climate.

In addition to cottages, there are several villas, apartments, and holiday houses scattered throughout Oracabessa. These options cater to different group sizes and preferences, with villas typically offering more spacious layouts, private pools, and stunning views of the coastline.
Are there any family house rentals in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This coastal area features properties that often include spacious living areas, fully equipped kitchens, and outdoor spaces where families can enjoy quality time together. Many homes also come with amenities such as private pools, allowing for relaxation and play right at your doorstep.

Visitors will appreciate the proximity to beautiful beaches, including the renowned James Bond Beach, which is great for swimming and sunbathing. Additionally, local attractions like the picturesque Blue Hole and the vibrant town of Ocho Rios are just a short drive away, offering opportunities for adventure and exploration.
Can I rent a holiday home with a pool or hot tub in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque coastal town offers a variety of properties located along the stunning coastline, providing guests with beautiful views and easy access to the beach. Many rentals come equipped with private swimming pools, inviting hot tubs, and outdoor spaces for relaxation, making them ideal for families or groups seeking a tropical getaway.

Travellers can expect amenities such as fully equipped kitchens for self-catering, spacious living areas, and often, air conditioning to ensure comfort during their stay. The proximity to local attractions, including the famous James Bond Beach, adds to the appeal, allowing guests to enjoy both leisure and adventure in this beautiful Jamaican setting.
Can I find long-stay holiday rentals in Oracabessa?
A long-stay holiday rental in Oracabessa is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are a variety of remote work holiday rentals available, with around 27 options to choose from. This coastal town is known for its stunning beaches and vibrant local culture, making it an appealing destination for those looking to balance work and leisure. Many properties are equipped with essential amenities for remote work, such as reliable Wi-Fi and comfortable workspaces, ensuring you can stay productive while enjoying the serene environment.

For those seeking relaxation after work, you'll find accommodations with additional features including spacious outdoor patios, swimming pools, and beautiful gardens. The area is also close to attractions like James Bond Beach and the picturesque Goldeneye Resort, providing opportunities for exploration and unwinding in the evenings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oracabessa holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oracabessa with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oracabessa?
In Oracabessa, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature porches or lanais, providing lovely outdoor spaces to relax and enjoy the tropical surroundings. For those seeking a more luxurious experience, some rentals offer private chef services, adding a touch of indulgence to your stay. Air conditioning is commonly available, ensuring comfort during the warm Jamaican climate, while decks or patios are ideal for outdoor dining or simply soaking in the views.
When is the best time to visit Oracabessa for a holiday rental?
April is the most popular month to visit Oracabessa, as it falls within the peak season running from February to April. This vibrant period attracts travellers seeking sunny beaches and lush landscapes, with plenty of opportunities for swimming, snorkelling, and exploring the local culture. The warm climate, typically ranging from 24 to 30 degrees Celsius, creates an inclusive setting for outdoor activities and relaxation by the sea.

During this peak season, Oracabessa enjoys a lively buzz, making it an ideal time for those wanting to immerse themselves in the vibrant local scene while enjoying the beauty of the Caribbean. You can expect to find numerous beachside restaurants and bars, superb for unwinding after a day of adventure.

If you're looking for a more budget-friendly option, consider visiting in October. While this month is part of the low season, it offers a unique opportunity to experience Oracabessa's natural beauty in a quieter setting. You can enjoy the stunning scenery without the crowds, as well as potentially lower rental prices for holiday accommodations.

Ultimately, your choice of when to visit Oracabessa will depend on whether you prefer the vibrant energy of peak season or the serene charm of the quieter months.
How early should I book a Oracabessa holiday rental?
Book your Oracabessa holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oracabessa?
In Oracabessa, visitors can explore stunning attractions that showcase the natural beauty and cultural heritage of Jamaica. One of the highlights is James Bond Beach, famous for its connection to the iconic film series. This picturesque beach offers crystal-clear waters and a relaxing atmosphere, great for sunbathing and swimming. Nearby, the historic Golden Eye resort, once the home of Ian Fleming, provides a glimpse into the life of the author and a chance to enjoy its beautiful surroundings.

For those interested in local culture, the Oracabessa Bay Fish Sanctuary is an excellent spot to learn about marine conservation while enjoying snorkelling opportunities. The nearby town also features vibrant local markets where visitors can sample authentic Jamaican cuisine and shop for handcrafted goods.
Can I change or cancel my Oracabessa home rental booking on Vrbo?
To find Oracabessa holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oracabessa holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.