Oracabessa holiday lettings

We found 798 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Oracabessa to find one that's 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.

Holiday rentals with weekly discounts - Oracabessa

Showing deals for:21 Nov - 28 Nov
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Find out more about Oracabessa

Find out more about Oracabessa

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.

Activities and attractions in Oracabessa

Are you hoping to find attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Oracabessa a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mystic Mountain (11.3 mi / 18.1 km)
  • Prospect Plantation (7.6 mi / 12.3 km)

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 best area to stay is around the beachfront and the picturesque town centre. This location offers a blend of relaxation, natural beauty, and access to local attractions. The proximity to James Bond Beach is a major draw, where you can enjoy sunbathing, swimming, and beachside dining. Additionally, the nearby Green Grotto Caves provide a fascinating glimpse into the island's geological history, great for those interested in adventure and exploration.
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, Saint Mary, Jamaica, the stunning coastline offers several appealing options. The area near James Bond Beach is particularly popular, known for its picturesque views and vibrant atmosphere. Here, travellers can find beach houses that often come with amenities like private balconies, outdoor seating areas, and direct access to the sandy shore, making it ideal for families or groups wanting to enjoy a tropical setting.

Additionally, the vicinity around the quaint village of Oracabessa boasts several charming properties that provide a more tranquil experience. Many of these rentals feature lush gardens, swimming pools, and fully equipped kitchens, allowing guests to enjoy home-cooked meals while soaking in the Caribbean sun. The local area also has markets and restaurants, ensuring that visitors have access to fresh produce and authentic Jamaican cuisine.
What is the most popular type of holiday rental accomodation in Oracabessa?
In Oracabessa, a variety of holiday rental accommodations are available, with cottages, apartments, holiday houses, and villas all being quite common. These properties are typically located in scenic spots close to the coastline, providing easy access to the beautiful beaches and local attractions. Most rentals come equipped with essential amenities such as fully fitted kitchens, comfortable living spaces, and outdoor areas to enjoy the tropical climate. Cottages and villas often feature additional luxuries like private pools and gardens, making them ideal for families or groups seeking a relaxing getaway.
Are there any family house rentals in Oracabessa?
In Oracabessa, Jamaica, there are several family-friendly house rentals available, providing a wonderful base for exploring this beautiful region. Many of these properties can be found near the stunning beaches and offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play.

For instance, some homes may include amenities such as private pools, gardens, and terraces where families can enjoy quality time together. The locale also boasts proximity to attractions like James Bond Beach, a popular spot known for its clear waters and vibrant atmosphere, making it ideal for a family day out. Additionally, you can find local markets and restaurants nearby, offering a taste of authentic Jamaican cuisine.
Can I rent a holiday home with a pool or hot tub in Oracabessa?
In Oracabessa, Jamaica, there are several holiday homes available for rent that come equipped with pools, making it a delightful destination for those seeking relaxation in a tropical setting. This picturesque area along the northern coast offers a variety of properties, often featuring stunning ocean views and easy access to the beach.
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, Jamaica, there are several remote work holiday rentals available, with around 11 options to choose from. This area is known for its beautiful beaches and lush surroundings, offering a serene environment for those balancing work and leisure. Many of these properties come equipped with essential amenities for remote work, including reliable WiFi, dedicated desks, comfortable desk chairs, and safes for secure storage of personal items. 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 often include essentials like cookware, dishware, and utensils, making it convenient for guests to prepare their own meals. Many properties also feature microwaves and refrigerators, essential for storing and heating food, while coffee makers are commonly available in rooms for that morning caffeine fix.
When is the best time to visit Oracabessa for a holiday rental?
April is the most popular time to visit Oracabessa, when travellers flock to this stunning Jamaican locale for a delightful holiday experience. The peak season runs from February to April, offering visitors warm temperatures (around 27-30 degrees Celsius) and plenty of sunshine, great for enjoying the beautiful beaches and vibrant local culture. This bustling period is ideal for those seeking a lively atmosphere, with opportunities for outdoor activities like snorkelling, hiking, and exploring the nearby attractions.

If you prefer a quieter experience while still enjoying pleasant weather, consider visiting in October. This month, while on the cusp of the low season, offers lovely temperatures and a more relaxed vibe, allowing you to fully immerse yourself in the local charm without the crowds. October is also an excellent time for nature lovers, as the lush surroundings are particularly inviting, and you can take leisurely strolls along the picturesque coastline.
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, Saint Mary, Jamaica, visitors can explore several intriguing attractions that highlight the natural beauty and cultural heritage of the area. One of the main draws is James Bond Beach, famous for its connection to the iconic film franchise and its scenic views of the Caribbean Sea. The beach offers opportunities for relaxation, swimming, and water sports, making it a popular spot for both tourists and locals.

Additionally, the nearby Oracabessa Bay, with its stunning coastline and crystal-clear waters, provides a picturesque setting for those seeking to enjoy the beach atmosphere. The area is rich in history, with the Oracabessa Fish Sanctuary offering insights into marine conservation efforts and the vibrant local ecosystem.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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