Oracabessa vacation rentals

We found 846 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Oracabessa to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Oracabessa

Why visit Oracabessa

  • Beautiful Beaches: Oracabessa boasts stunning beaches perfect for relaxation and water activities.
  • Outdoor Adventures: Engage in thrilling excursions like hiking, snorkeling, and exploring local waterfalls.
  • Cultural Experiences: Immerse yourself in the vibrant local culture and friendly community.
  • Oracabessa Fish Sanctuary: Discover marine life and enjoy eco-friendly activities at this unique sanctuary.
  • Variety of Accommodations: Choose from luxurious villas, cozy apartments, or spacious vacation homes for a comfortable stay.

Popular types of accommodation in Oracabessa

Discover the perfect getaway with our selection of vacation rentals in Oracabessa. Whether you're looking for a luxurious villa, a cozy apartment, or a spacious private vacation home, we have options to suit every traveler’s needs. Enjoy the beauty of Jamaica while experiencing the comfort and convenience of our carefully curated rentals. Take the next step in planning your unforgettable trip to Oracabessa today.

  • Villas: The top choice for travelers seeking upscale accommodations, villas in Oracabessa offer spacious luxury and stunning views, perfect for a relaxing getaway.
  • Apartments: A popular option for those looking for flexibility, apartments provide a cozy and convenient stay with essential amenities.
  • Houses: Ideal for families or groups, these homes offer privacy and comfort, allowing you to enjoy a home-like atmosphere during your vacation.
  • Condos: Often featuring resort-style amenities, condos are a great choice for those wanting a blend of comfort and leisure.
  • Cottages: Quaint and charming, cottages provide a unique and intimate setting for a memorable island experience.**

Top attractions in and around Oracabessa

Oracabessa, Saint Mary, Jamaica, is perfect for outdoor and beach vacations, offering stunning beaches, waterfalls, and parks. Visitors can indulge in a variety of activities, including exploring local villas and the Oracabessa Fish Sanctuary. With a blend of cultural experiences and natural beauty, this destination caters to travelers seeking adventure and relaxation alike.

  • James Bond Beach: This iconic beach, located in Oracabessa, offers a perfect blend of relaxation and excitement. With soft golden sands and crystal-clear waters, it’s an ideal spot for sunbathing, swimming, and enjoying the vibrant beach vibes.
  • Cool Blue Hole: A breathtaking waterfall just 7 miles from Oracabessa, Cool Blue Hole invites adventure seekers. Surrounded by lush greenery, it’s perfect for swimming, diving, and creating romantic memories amidst nature.
  • Rio Nuevo Battle Site: Situated 4 miles away, this historic site is rich in culture and heritage. Visitors can explore the remnants of the battle while soaking in the significance of Jamaica's history.

Things to do recommended for couples

In Oracabessa, enjoy a romantic sunset at James Bond Beach, followed by a candlelit dinner at a local seaside restaurant. Explore the lush gardens of the nearby GoldenEye Resort or take a leisurely boat tour to discover hidden coves and pristine waters, perfect for couples seeking adventure and intimacy.

Things to do recommended for families

Families visiting Oracabessa can experience the thrilling Jamaican Bobsled Rollercoaster, located 11 miles away. This exciting amusement ride promises fun for all ages, making it a perfect addition to your family vacation itinerary in beautiful Jamaica.

Things to do recommended for groups

Groups visiting Oracabessa can experience thrilling adventures at Mystic Mountain, shop at Coconut Grove Shopping Village for local crafts, and explore the vibrant Ocho Rios Craft Market, all within a short drive of the town, ensuring a memorable Jamaican getaway filled with fun and culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

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

  • Traveling to Oracabessa with a group: Think about how many bedrooms you require, as well as any additional features like a complete kitchen or outdoor areas for group gatherings. Fortunately, Vrbo allows you to filter for these options and much more.
  • Traveling to Oracabessa with young kids: Traveling with young kids can be quite a task. 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 Oracabessa: For many, a family vacation isn't truly enjoyable without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oracabessa: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include features like parking, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Oracabessa

Oracabessa, Jamaica, is the perfect getaway for outdoor enthusiasts and beach lovers alike. With its picturesque beaches and vibrant atmosphere, visitors can indulge in romantic outings, family-friendly activities, and relaxing moments by the sea. Explore nearby towns for exciting excursions and experience the warmth of friendly locals. Whether you seek adventure or tranquility, Oracabessa promises unforgettable memories in a stunning tropical setting.

  • Ocho Rios: Located 10 miles from Oracabessa, Ocho Rios is a vibrant city known for its incredible outdoor experiences and beautiful beaches. This family-friendly destination offers a range of activities that cater to all ages, including luxurious resorts and challenging golf courses. Visitors can explore stunning local landmarks such as the famous Dunn's River Falls, where you can climb the cascading waterfalls, or relax at picturesque beaches like Turtle Beach. With lush parks and a lively atmosphere, Ocho Rios is perfect for those seeking both adventure and relaxation.
  • Boscobel: Just 1 mile from Oracabessa, Boscobel is a charming city that provides a delightful mix of beach activities and outdoor adventures. Travelers flock to Boscobel for its family-friendly environment, with numerous resorts and exciting adventure activities available. The area is home to beautiful beaches, serene parks, and historic sites that reflect Jamaica's rich culture. Whether you're lounging on the sandy shores or engaging in water sports, Boscobel offers an inviting atmosphere that keeps visitors coming back for more.
  • Salt Gut: A quaint village located 1 mile from Oracabessa, Salt Gut is ideal for those seeking a laid-back beach experience. Known for its welcoming community and family-friendly vibe, the village boasts beautiful beaches perfect for swimming and sunbathing. Visitors can enjoy the local parks and family-oriented beaches that provide a safe environment for children to play. With fewer crowds, Salt Gut allows you to unwind and appreciate the natural beauty of Jamaica while still being close to the attractions of Oracabessa.

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 HighSlightly High
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 LowAverage
December77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as prices can shift significantly. Also, booking a longer stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash on your entire booking. Being the organizer definitely pays off. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy way to plan your journeys, pick up where you left off, or manage your travel arrangements. You can easily view and organize your saved or booked properties, which are neatly categorized as Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The charming area of Oracabessa awaits your stay

Enjoy the entertainment and other features of Oracabessa. Well-liked for its beaches, sporting events and kayaking, this city is both romantic and relaxing. A vacation 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 traveler or just want to spend some time taking in the scenery, Oracabessa is a great place to get outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • 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 center. If you're unable to find a flight that fits your schedule, you can also fly into Norman Manley Intl. Airport (KIN), which is 33.7 mi (54.3 km) away.

Frequently asked questions

What is the best area to stay in Oracabessa when booking a vacation rental?
When planning a vacation in Oracabessa, Saint Mary, Jamaica, one of the best areas to consider is the charming neighborhood near James Bond Beach. This picturesque stretch of coastline not only offers beautiful sandy beaches but also a vibrant atmosphere, great for relaxing and soaking in the sun. The beach itself is famous for its connection to the James Bond film franchise, and visitors often enjoy swimming, sunbathing, or indulging in local cuisine at nearby eateries.

Another appealing area to stay in is the vicinity of the Green Grotto Caves. This location combines the allure of natural beauty with fascinating history, making it a wonderful spot for those who appreciate adventure and exploration. The caves are a popular attraction, offering guided tours that take you through stunning limestone formations and provide insight into their historical significance.

In both neighborhoods, you can find a variety of vacation rental properties, ranging from cozy villas to more spacious rooms. Each area has its own unique charm, ensuring you can enjoy a memorable stay while being close to some of Oracabessa's top attractions.
How much does it cost to rent a vacation home in Oracabessa?
Prices for vacation 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 vacation 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, focus on the beautiful coastline that runs along the Caribbean Sea. The area close to James Bond Beach is a popular choice, known for its soft sands and clear waters. Here, you'll find vacation rentals that often feature amenities such as private pools, expansive outdoor terraces, and direct beach access, ideal for families or groups looking to soak up the sun.

Additionally, properties in the nearby vicinity of the Oracabessa Bay are sought after for their stunning views and tranquil atmosphere. Many of these rentals offer luxurious touches, such as fully equipped kitchens, spacious living areas, and outdoor dining options, great for enjoying meals with a view.

For those interested in local culture and activities, the nearby town of Oracabessa has vibrant markets and eateries, allowing travelers to immerse themselves in Jamaican cuisine and hospitality. Many beach houses in this area also provide easy access to water sports and recreational activities, including snorkeling and paddleboarding, making it a fantastic destination for beach house rentals.
What is the most popular type of vacation rental accomodation in Oracabessa?
In Oracabessa, a variety of vacation rentals are available, including apartments, cottages, villas, and vacation houses, providing travelers with several options to choose from. Many of these rentals are situated in picturesque settings near the coastline, allowing guests to enjoy beautiful views and easy access to the beach. Expect amenities like fully equipped kitchens, spacious living areas, and outdoor spaces such as patios or balconies where you can relax and take in the tropical atmosphere. For those seeking a more luxurious experience, villas often come with private pools and gardens, making them superb for families or groups wanting extra space and comfort.
Are there any family house rentals in Oracabessa?
In Oracabessa, Jamaica, there are several family-friendly house rentals available, making it a wonderful destination for those traveling with children. The area is known for its stunning beaches and vibrant culture, providing ample opportunities for exploration and relaxation. Many homes in this locale offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can enjoy playtime.

Visitors will appreciate amenities like air conditioning and Wi-Fi, ensuring a comfortable stay. Close by, families can visit attractions such as the famous James Bond Beach, where swimming and sunbathing await, or venture to the nearby Green Grotto Caves for a fun and educational outing.
Can I rent a vacation home with a pool or hot tub in Oracabessa?
In Oracabessa, Jamaica, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation and enjoyment. This beautiful coastal area is known for its stunning beaches and lush landscapes. Many properties come equipped with private pools, outdoor lounge areas, and hot tubs, providing the superb setting for unwinding after a day of exploring.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, allowing for both comfort and convenience during their stay. Some rentals may also offer stunning ocean views and easy access to nearby beaches, enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Oracabessa?
A long-stay vacation rental in Oracabessa is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are several remote work vacation rentals available, with around 11 options to choose from. This vibrant area is known for its beautiful beaches and lush surroundings, making it an appealing destination for those looking to blend work and leisure. Many of the properties come equipped with essential amenities for remote work, such as Wi-Fi, desks, and desk chairs, providing a comfortable workspace away from home.

Travelers can expect to find accommodations that often include spacious living areas, well-appointed kitchens for meal preparation, and outdoor spaces where they can unwind after a productive day. The proximity to local attractions, including the famous James Bond Beach and nearby waterfalls, adds to the appeal, offering opportunities for relaxation and recreation during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oracabessa vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oracabessa with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens, and private pools, suiting travelers seeking both convenience and relaxation. Many rentals come equipped with a coffee and tea maker, allowing guests to enjoy their morning brew at their leisure. For those looking for a top-class stay, some properties even offer the option of a private chef, which adds a luxurious touch to the stay.
When is the best time to visit Oracabessa for a vacation rental?
April is the most popular time to visit Oracabessa, a beautiful destination in Saint Mary, Jamaica, renowned for its stunning beaches and vibrant culture. The peak season spans from February to April, attracting travelers who seek sun-soaked relaxation and exciting adventures. During this time, you can indulge in a variety of outdoor activities such as snorkeling, swimming, and exploring local attractions, all while enjoying the warm tropical climate.

The weather in April typically ranges from the mid-70s to low 90s Fahrenheit, providing comfortable conditions for both relaxation and exploration. You can take leisurely strolls along the famous James Bond Beach or savor the local cuisine at beachside shacks, all while soaking in the picturesque surroundings.

For those looking for more budget-friendly options, visiting in October can be an excellent choice. This month often sees fewer crowds, allowing you to enjoy the serene beauty of Oracabessa at a more relaxed pace. With the allure of lower rates on vacation rentals and opportunities to connect with the natural landscape, October brings its own charm, particularly as the weather remains warm and inviting.

Ultimately, the best time to visit Oracabessa hinges on your travel preferences.
How early should I book a Oracabessa vacation rental?
Book your Oracabessa vacation 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 vacation 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 a variety of captivating attractions. The famous James Bond Beach, known for its crystal-clear waters and relaxed atmosphere, is a must-visit spot for both locals and tourists. Nearby, the lush, tropical surroundings offer opportunities for hiking and enjoying nature, particularly around the stunning Blue Hole, a popular swimming and diving destination.

The town itself features quaint local shops and eateries where visitors can savor authentic Jamaican cuisine. Additionally, the historic Goldeneye estate, once home to author Ian Fleming, offers guided tours that provide insight into its fascinating history and the inspiration behind the James Bond series.
Can I change or cancel my Oracabessa home rental booking on Vrbo?
To find Oracabessa vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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