Oracabessa vacation rentals

We found 847 vacation rentals — enter your dates for availability

Discover a selection of 5 villas and other vacation rentals in Oracabessa that are 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, Saint Mary, Jamaica when booking a vacation rental?
When considering a vacation rental in Oracabessa, Saint Mary, Jamaica, the area around the town center is a fantastic choice. This vibrant neighborhood offers a blend of local culture and stunning natural beauty, making it ideal for travelers seeking an authentic Jamaican experience. In this area, you'll find a variety of properties that cater to different preferences and budgets, providing numerous options for your stay.

One of the top attractions nearby is the famous James Bond Beach, known for its beautiful shoreline and crystal-clear waters, superb for swimming and sunbathing. Additionally, the nearby Green Grotto Caves offer an exciting adventure with their fascinating geological formations and rich history, providing a unique outing for visitors. Staying in this section of Oracabessa allows you to easily access these attractions while enjoying the charm and warmth of the local community.
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, travelers should explore the picturesque coastline along the northern shore of Jamaica. The area near James Bond Beach is particularly appealing, known for its clear waters and soft sandy shores. Many vacation rentals in this vicinity offer stunning ocean views, private balconies, and easy beach access. Properties often come with amenities such as outdoor pools, barbecues, and fully equipped kitchens, making them superb for families or groups seeking a tropical getaway.

Additionally, the nearby Reggae Beach provides further options for beach house rentals, where visitors can find accommodations that include direct beach access and outdoor spaces for relaxation. Many of these properties feature vibrant local decor and comfortable living areas, with some offering water sports equipment for those looking to explore the sea.

For those interested in local culture, the area around Oracabessa is rich in history and natural beauty, with opportunities to visit nearby attractions such as the stunning Blue Hole and local waterfalls. Rentals in this region often include convenient access to local restaurants and shops, enhancing the overall travel experience.
What is the most popular type of vacation rental accomodation in Oracabessa?
In Oracabessa, a variety of vacation rentals are available, including cottages, villas, vacation houses, and apartments, with several options for each type scattered throughout the area. Many of these properties are situated near the picturesque coastline, providing easy access to beautiful beaches and local attractions. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation—ideal for soaking up the sun or enjoying a meal al fresco.
Are there any family house rentals in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are several family-friendly vacation rentals available, making it a wonderful choice for families seeking a tropical getaway. The area is known for its beautiful beaches, with properties often situated close to the shore, allowing for easy access to sun and sand. Many homes feature spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the Caribbean breeze.

Visitors will appreciate amenities such as private pools, cozy lounge areas, and sometimes even game rooms for entertainment. The nearby attractions include the famous James Bond Beach, where families can spend time swimming and relaxing, and the lush landscapes of the surrounding countryside offering opportunities for exploration.
Can I rent a vacation home with a pool or hot tub in Oracabessa?
In Oracabessa, Saint Mary, Jamaica, there are several vacation homes available for rent that come equipped with pools and hot tubs. This picturesque coastal town offers a variety of properties, many of which are situated near stunning beaches and lush tropical landscapes. Travelers can expect amenities such as private swimming pools, outdoor lounging areas, and hot tubs, great for relaxation after a day of exploring the beautiful surroundings. Many rentals also include fully equipped kitchens, spacious living areas, and outdoor spaces, allowing for a comfortable and enjoyable stay. Find your rental in Oracabessa with a pool or a hot tub.
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 vacation rentals suitable for remote work. Travelers can expect properties equipped with essential amenities like free Wi-Fi and safe in-room options, ensuring a productive environment. Many rentals also feature comfortable living spaces with dedicated areas for work, allowing guests to balance work and leisure seamlessly.

The area itself offers a beautiful coastal backdrop, with nearby attractions such as James Bond Beach and the scenic views of the Caribbean Sea. 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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals come equipped with kitchens, allowing guests to prepare their own meals with local ingredients. Many properties feature porches or lanais, providing a great spot to relax and enjoy the tropical surroundings. For those looking for a more luxurious experience, some rentals offer the option of a private chef to cater to their culinary desires. Air conditioning is common, ensuring comfort during the warm Jamaican days, while deck or patio spaces allow guests to bask in the sun or enjoy outdoor dining.
When is the best time to visit Oracabessa for a vacation rental?
The most popular time to visit Oracabessa is from February to April, when travelers flock to this beautiful Jamaican destination to enjoy its stunning beaches and vibrant culture. During these peak months, the weather is typically warm and inviting, with temperatures ranging from the low 70s to the mid-80s Fahrenheit. This is great for outdoor activities such as swimming, snorkeling, and exploring nearby attractions like the famous James Bond Beach.

April, in particular, is an excellent choice for visitors seeking a lively option. The mild, sunny days combined with the refreshing Caribbean breeze create ideal conditions for both relaxation and adventure. You'll find plenty of opportunities to engage in water sports or simply unwind on the soft sands while soaking up the sun.

For those looking for a more budget-friendly option, consider visiting Oracabessa in October. This month offers a quieter experience, allowing you to explore the picturesque landscapes and local culture without the crowds. The warm weather continues, and you can enjoy the beauty of the area at a more leisurely pace.
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, Saint Mary, Jamaica?
In Oracabessa, visitors can enjoy a range of attractions that highlight the area's natural beauty and cultural heritage. One of the main draws is James Bond Beach, known for its crystal-clear waters and sandy shores, great for swimming and relaxation. Nearby, the historic Goldeneye Resort, the former home of author Ian Fleming, offers insights into the life of the famous writer and the chance to explore the stunning landscape.

The local area also features the Oracabessa Bay Fish Sanctuary, which is ideal for snorkeling and observing vibrant marine life. For those interested in local culture, the small fishing village atmosphere offers a glimpse into traditional Jamaican life, with opportunities to sample local cuisine at nearby restaurants.

Additionally, exploring the lush landscapes of the surrounding Saint Mary parish can lead to beautiful waterfalls and hiking trails, making it a great spot for nature enthusiasts.
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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