Enterprise vacation rentals

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Discover a selection of 17 homes, 21 apartments, and other vacation rentals in Enterprise that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a hot tub. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Enterprise

Showing deals for:May 29 - Jun 5

Image gallery for Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

Outdoor dining
10 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)

Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

Blackrock

9% off
Price is $1,937
$13,558 for 7 nights
All fees included
Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

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Find out more about Enterprise

Why visit Enterprise

  • Pristine Beaches: Enjoy sunbathing and swimming on the beautiful shores of Enterprise, perfect for beach lovers.
  • Outdoor Adventures: Engage in various outdoor activities, including water sports and family-friendly excursions.
  • Cozy Accommodations: Choose from a range of vacation rentals, from charming apartments to luxurious villas.
  • Cultural Exploration: Immerse yourself in local culture with nearby attractions and historic sites.
  • Scenic Views: Take in stunning coastal scenery and picturesque bays, ideal for relaxation and photography.

Popular types of accommodation in Enterprise

Enterprise offers a variety of vacation rental options, including cozy apartments, luxurious villas, and spacious private homes. Whether you're seeking beach access or top-notch amenities, you'll find something that fits your needs. Explore our selection of Enterprise apartments and house rentals to discover the perfect getaway for your group. With transparency and savings at the forefront, we're here to help you make the best choice for your vacation.

  • Apartments: The top choice for visitors to Enterprise, offering comfort and convenience for various group sizes.
  • Villas: A close second, these spacious accommodations provide luxurious amenities and stunning views.
  • Houses: Third on the list, perfect for families or groups seeking a home-like atmosphere.
  • Condos: Fourth in popularity, offering modern living spaces often with shared facilities.
  • Cottages: Rounding out the list, these charming retreats provide a cozy escape.**

Top attractions near Enterprise

Enterprise, located in Oistins, Christ Church, Barbados, is perfect for beach lovers and outdoor enthusiasts. With stunning beaches, scenic bays, and historic houses, there's plenty to explore. Whether you're seeking relaxation on the shore or immersing yourself in local culture, Enterprise offers a variety of attractions that cater to all travelers. Be sure to embrace the beautiful outdoor experiences during your visit to this charming destination.

  • Miami Beach: This vibrant beach, located 0.7 miles from Enterprise, offers a perfect blend of sun, sand, and surf. Enjoy the lively atmosphere, indulge in water sports, or simply relax while soaking up the sun.
  • Carlisle Bay: Situated 6 miles away, Carlisle Bay is a stunning bay known for its picturesque scenery and outdoor activities. Explore its crystal-clear waters, enjoy beach lounging, or partake in snorkeling to discover vibrant marine life.
  • Christ Church Parish Church: Located 0.8 miles from Enterprise, this historic church showcases rich culture and beautiful architecture. Experience the serene ambiance and learn about the local heritage during your visit.

Things to do recommended for couples

Embark on a romantic getaway in Enterprise, Barbados. Enjoy the lively atmosphere at Oistin's Friday Night Fish Fry, only 0.9 miles away. For adventure, try out Ride The Tide Surf School, just 0.5 miles from your location, or explore the depths with Atlantis Submarines Adventure, 7 miles away.

Things to do recommended for families

Families will love visiting the Harry Bayley Observatory, just 4 miles from Enterprise. This engaging planetarium offers a fascinating look at the stars and planets, providing an entertaining and educational experience suitable for all ages. It's a perfect way to enjoy a family outing together.

Things to do recommended for groups

Enjoy a round of golf at the nearby Barbados Golf Club, just a mile from Enterprise. For adventure, take a surfing lesson at Surf in Barbados Surf School, located 5 miles away. Don't forget to explore Lanterns Mall, 4 miles away, for shopping and entertainment.

*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 Enterprise

When you're planning your trip—whether it's with a group, your family, your pets, or for an extended stay—be sure to apply the right filters to align with your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Enterprise with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Enterprise with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions is a wise move.
  • Taking your pets with you to Enterprise: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, consider exploring Vrbo listings that welcome pets. Many 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 Enterprise: Welcome. 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 right filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Enterprise

Enterprise, located in Oistins, Christ Church, Barbados, is a charming village perfect for beach lovers and outdoor enthusiasts. With its stunning scenery and friendly atmosphere, visitors can enjoy family-friendly excursions, relax on pristine shores, and explore nearby attractions. Whether you're looking for a cozy vacation home or seeking adventure, Enterprise offers a delightful blend of relaxation and fun, making it an ideal destination for a memorable getaway.

  • St. Lawrence Gap: Located 2 miles from Enterprise, St. Lawrence Gap is a vibrant locale known for its stunning beaches and lively atmosphere. Renowned for its outdoor scenery, this area offers a plethora of activities, including golfing at local courses and enjoying the family-friendly beach. The Gap is also famous for its nightlife, with numerous bars and restaurants lining the streets, making it a perfect spot for both relaxation and entertainment. Visitors can explore nearby reefs, ideal for snorkeling and diving, or simply unwind on the sandy shores.
  • Rockley: Situated 4 miles from Enterprise, Rockley is a picturesque destination that combines beach life with sports activities. The area is famous for its beautiful sandy beaches and well-maintained golf courses, appealing to outdoor enthusiasts and families alike. Rockley offers a range of activities, including water sports and beach games, ensuring that visitors can enjoy an active vacation. With its friendly atmosphere and close proximity to local attractions, Rockley is an ideal spot for those looking to immerse themselves in the natural beauty of Barbados.
  • Oistins: Oistins, where Enterprise is located, is a charming coastal town that invites travelers to experience its beautiful beaches and vibrant culture. Known for its scenic bay and family-friendly beach, Oistins is a hub for outdoor activities, including fishing and water sports. The famous Oistins Fish Fry is a must-visit, offering delicious local cuisine in a lively atmosphere. With its rich history and friendly locals, Oistins provides visitors with an authentic taste of Barbadian life, making it a highlight of any trip to the island.

Best time to go to Enterprise

If you're planning a trip to Enterprise, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from December to February, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverageAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
May81.3°F (27.4°C)Light RainMostly CloudySlightly LowAverage
June81.9°F (27.7°C)Light RainMostly CloudySlightly LowSlightly High
July81.9°F (27.7°C)Light RainMostly CloudyAverageAverage
August82.4°F (28.0°C)Light RainMostly CloudySlightly LowSlightly Low
September83.1°F (28.4°C)Light RainMostly CloudyAverageSlightly Low
October82.8°F (28.2°C)Light RainMostly CloudyAverageAverage
November81.7°F (27.6°C)Light RainMostly CloudyAverageSlightly Low
December80.4°F (26.9°C)Light RainMostly SunnySlightly HighSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Also, opting for a longer stay can result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your trip.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the organizer definitely has its perks. By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin saving.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board feature offers a convenient way for you to plan your journeys. You can start new trips, pick up right where you left off, or easily view and organize all your travel plans. Any properties you've saved or booked in the past can now be found under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Enterprise getaway

Experience the unique character of Enterprise with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Enterprise

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Enterprise a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Oistin's Friday Night Fish Fry (0.8 mi / 1.3 km)
  • Barbados Golf Club (1.2 mi / 2 km)
  • Turtle Beach (2.3 mi / 3.7 km)
  • Rockley Golf Course (3.8 mi / 6.1 km)
  • Royal Westmoreland Golf Course (12.3 mi / 19.7 km)
  • Ride The Tide Surf School Barbados (0.5 mi / 0.8 km)

Exploring the natural features in Enterprise

Whether you're an active traveler or just want to appreciate the scenery, Enterprise is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Miami Beach (0.6 mi / 1 km)
  • Silver Sands Beach (1.2 mi / 2 km)
  • Maxwell Beach (2 mi / 3.1 km)
  • Turtle Beach (2.3 mi / 3.7 km)
  • Dover Beach (2.7 mi / 4.3 km)
  • St. Lawrence Bay (3 mi / 4.9 km)

Transportation to and around Enterprise

Fly into Grantley Adams Intl. Airport (BGI), the closest airport, located 3.4 mi (5.5 km) from the city center.

Frequently asked questions

What is the best area to stay in Enterprise, Christ Church, Barbados when booking a vacation rental?
When considering a vacation rental in Enterprise, Christ Church, Barbados, the area around Enterprise Beach stands out as a fantastic choice. This neighborhood offers a beautiful stretch of soft, golden sand and calm waters, making it great for swimming and sunbathing. Nearby, you can explore the stunning Oistins Fish Fry, a local hotspot known for its vibrant setting and delicious seafood. The combination of beautiful beaches and cultural experiences makes this area particularly appealing for visitors.

In terms of accommodations, there are a variety of properties available, ranging from cozy apartments to more spacious vacation homes, ensuring that you can find a place that suits your needs.
How much does it cost to rent a vacation home in Enterprise?
Prices for vacation rentals in Enterprise 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 Enterprise 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 Enterprise vacation house rentals?
You can find great discounts on house rentals in Enterprise 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.
Can I find long-stay vacation rentals in Enterprise?
A long-stay vacation rental in Enterprise 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 Enterprise vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Enterprise 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.
When is the best time to visit Enterprise for a vacation rental?
The best time to book a vacation rental in Enterprise, Christ Church, Barbados, is during the peak season from December to February, with January being particularly popular. This vibrant period attracts travelers eager to soak up the warm Caribbean sun, with temperatures typically ranging from the mid-70s to the low 80s Fahrenheit, creating a superb environment for outdoor activities like beach lounging and water sports.

During these months, visitors can enjoy the lively option, with numerous festivals and events celebrating local culture, making it an ideal time for those looking to immerse themselves in Barbadian life. The stunning beaches and crystal-clear waters offer endless opportunities for relaxation and adventure, including snorkeling and exploring the nearby marine life.

For those considering a more budget-friendly option, May presents a wonderful opportunity to visit. While it falls into the low season, it still boasts pleasant temperatures and fewer crowds, allowing for a more tranquil experience. This month provides a fantastic chance to explore the local attractions at a leisurely pace, with the added benefit of enjoying the natural beauty of the area without the hustle and bustle of peak tourist activity.
How early should I book a Enterprise vacation rental?
Book your Enterprise 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 Enterprise, Christ Church, Barbados?
In Enterprise, Christ Church, visitors can enjoy a variety of attractions that highlight the area's natural beauty and vibrant culture. One of the main draws is the stunning Enterprise Beach, known for its soft white sands and calm turquoise waters, great for swimming and sunbathing. The nearby Oistins Fish Fry, just a short drive away, is a popular spot for experiencing local cuisine and lively evening entertainment, featuring freshly grilled fish and live music.

For those interested in nature, the nearby Graeme Hall Nature Sanctuary offers a peaceful retreat with walking trails and a chance to observe local wildlife, making it an excellent spot for birdwatching. Additionally, the area is close to the South Coast Boardwalk, which provides a scenic pathway along the coastline, great for leisurely strolls or cycling while taking in the beautiful ocean views.

Cultural enthusiasts can explore the local arts and crafts market in Oistins or visit the nearby St. Lawrence Gap, known for its vibrant nightlife, restaurants, and bars, offering a taste of the local social scene.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise 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 Enterprise 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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