Enterprise vacation rentals

We found 1,446 vacation rentals — enter your dates for availability

Discover a selection of 15 homes, 20 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:Nov 14 - Nov 21

Image gallery for Inspiring Home with Private Pool, 3 Minute Drive from Oistins and Miami Beach

Outdoors - Fully Enclosed Garden Oasis
10 out of 10 rating
Exceptional
(15 reviews)

Inspiring Home with Private Pool, 3 Minute Drive from Oistins and Miami Beach

Providence, Christ Church

7% off
Price is CA $640
CA $5,431 total
includes taxes & fees
Inspiring Home with Private Pool, 3 Minute Drive from Oistins and Miami Beach

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Find out more about Enterprise

Find out more about Enterprise

Why visit Enterprise

  1. Beautiful Beaches: Relax on the stunning Miami Beach, known for its spectacular views and inviting atmosphere.
  2. Cultural Experiences: Immerse yourself in the vibrant culture of the Caribbean locals and explore the charming neighbourhood.
  3. Outdoor Activities: Engage in various outdoor adventures, perfect for both relaxation and excitement.
  4. Welcoming Accommodations: Choose from a range of vacation rentals that offer beach access and essential amenities.
  5. Scenic Esplanades: Stroll along scenic bays and lively esplanades, soaking in the natural beauty of the area.

Popular types of accommodation in Enterprise

Planning a getaway to Enterprise? You're in for a treat! Discover a range of popular vacation rentals, including apartments, villas, and houses, all offering essential amenities like beach access, ample parking, and free Wi-Fi. Enjoy your stay with friendly amenities that make your holiday rental feel like home. Let us help you find the perfect spot to relax and explore the beauty of Enterprise!

  • Apartments: The most sought-after option in Enterprise, offering convenient amenities for a comfortable stay.
  • Villas: Luxurious and spacious, villas provide an exquisite retreat for families and groups.
  • Houses: Ideal for those seeking a home-like atmosphere, perfect for families or friends.
  • Condos: Stylish and modern, condos offer a blend of comfort and convenience near local attractions.
  • Cottages: Charming and cozy, cottages provide a quaint escape amidst the beautiful Barbadian landscape.**

Top attractions in Enterprise

Enterprise, located in Oistins, Christ Church, Barbados, is an ideal destination for beach lovers and outdoor enthusiasts. Visitors can enjoy beautiful beaches, scenic bays, and lively esplanades. The area offers a rich blend of culture and outdoor experiences, making it perfect for travellers seeking relaxation and adventure alike. Explore the local attractions and soak in the stunning surroundings for a memorable vacation.

  1. Dover Beach: Located 4.8km from Enterprise, Dover Beach boasts stunning sandy shores and vibrant beach vibes, perfect for sunbathing and swimming.
  2. Christ Church Parish Church: Just 1.3km away, this historic church offers a glimpse into local culture with its beautiful architecture and serene atmosphere.
  3. Carlisle Bay: Situated 9.7km from Enterprise, Carlisle Bay features breathtaking outdoor scenery and excellent beach vibes, ideal for relaxation and water activities.

Things to do recommended for couples

For a romantic getaway in Enterprise, indulge in the lively Oistin's Friday Night Fish Fry, just 1.4km away. Enjoy exhilarating water sports at Ride The Tide Surf School, 805m from your stay, or embark on an adventurous Atlantis Submarines Adventure, located 11.3km away.

Things to do recommended for families

Families can explore the Harry Bayley Observatory, a planetarium located 6.4km from Enterprise. With its engaging exhibits and entertainment vibe, it's a perfect spot for kids to learn about the stars and planets while enjoying a fun day out together.

Things to do recommended for groups

Experience a round of golf at Barbados Golf Club, just 1.6km from Enterprise, or catch some waves at Surf in Barbados Surf School, five miles away. Don't forget to explore Lanterns Mall, four miles away, for shopping and entertainment with your group.

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

When planning your trip, whether you're travelling with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays, it's important to prioritise your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Enterprise with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Enterprise with young kids: Traveling with young children can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Enterprise: For many families, a getaway isn't truly satisfying without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these 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 Enterprise: If you're searching for vacation rentals that offer discounts 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 consider including options like a parking spot, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Enterprise

Enterprise, nestled in Christ Church, Barbados, offers a delightful mix of beach relaxation and outdoor adventures. Explore the stunning Miami Beach, renowned for its spectacular views and friendly atmosphere. Enjoy the charm of renovated holiday homes and immerse yourself in the vibrant culture of Caribbean locals. Whether seeking a romantic getaway or a family-friendly excursion, Enterprise provides the perfect backdrop for a memorable vacation experience.

  • St. Lawrence Gap: St. Lawrence Gap is a vibrant city located 3.2km from Enterprise, renowned for its lively beach scene and stunning outdoor experiences. This bustling area offers a mix of beautiful beaches, scenic views, and a variety of recreational activities such as golf at exclusive country clubs. Visitors can enjoy the picturesque family beach and discover the nearby reef, making it an ideal spot for both relaxation and adventure. St. Lawrence Gap is also known for its vibrant nightlife, with numerous bars and restaurants lining the street, providing a fun atmosphere to unwind after a day in the sun.
  • Rockley: Situated 6.4km from Enterprise, Rockley is a charming city that attracts travelers with its outdoor activities and beautiful beach. Known for its family-friendly atmosphere, this area features stunning shorelines and recreational opportunities, including access to prestigious golf courses. Visitors can enjoy the scenic beach, perfect for swimming and sunbathing, while the nearby reef offers excellent snorkeling experiences. Rockley is also home to delightful cafes and shops, providing a relaxed yet engaging travel experience where you can savor local cuisine and explore vibrant culture.
  • Maxwell: Located 3.2km away from Enterprise, Maxwell is a picturesque city that offers a perfect blend of beach relaxation and outdoor activities. With its stunning family-friendly beach and serene bay, this area is ideal for sun-seekers and nature lovers alike. Popular local activities include golfing and exploring outdoor adventures. The scenic beauty of Maxwell, coupled with its proximity to the vibrant nightlife of nearby areas, makes it a fantastic base for visitors looking to immerse themselves in the beauty and culture of Barbados.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, keep track of your arrangements, or manage your reservations with ease. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/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 when booking a vacation rental?
When planning a vacation rental in Enterprise, Christ Church, Barbados, one of the best areas to consider is the southern stretch known for its stunning coastline and vibrant atmosphere. This area is particularly desirable for its proximity to beautiful beaches, such as Enterprise Beach, which is superb for sunbathing and enjoying water sports. The laid-back vibe of this locale makes it an ideal spot for those looking to relax while still having access to local amenities.

Another attractive feature of this region is the nearby Oistins Fish Fry, a must-visit for anyone wanting to experience authentic Barbadian culture. Here, you can enjoy fresh seafood and live music in a lively setting, creating a wonderful evening out.
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 travelling 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.
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. 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 Enterprise vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Enterprise 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 Enterprise?
In Enterprise, Christ Church, Barbados, vacation rentals often cater to a variety of preferences, although specific popular amenities are not detailed. Generally, travellers can expect to find apartments and villas that commonly include essentials such as fully equipped kitchens, comfortable living areas, and access to outdoor spaces like patios or balconies. Many properties may also offer air conditioning and Wi-Fi to enhance the guest experience.
When is the best time to visit Enterprise for a vacation rental?
The most popular time to visit Enterprise, Christ Church, is during the peak season from December to February, with January being particularly favoured by sun-seekers. This period offers warm, pleasant temperatures averaging around 26-28 degrees Celsius, making it ideal for beach lovers and those looking to indulge in water sports or simply relax along the stunning coastline.

During these months, you'll find a vibrant atmosphere as tourists flock to experience the local culture, enjoy the lively markets, and soak up the sun on the beautiful beaches. The inviting Caribbean waters are great for swimming, snorkelling, and other aquatic adventures, ensuring a memorable vacation experience.

If you're looking for a more budget-friendly option, consider planning your trip in May. This month can offer delightful weather as well, with temperatures still hovering around a comfortable 27 degrees Celsius, but with fewer crowds. Visiting in May allows you to enjoy the serene beauty of Enterprise and engage in leisurely activities such as hiking through local trails or exploring the charming nearby villages without the hustle and bustle of peak tourist season.
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?
In Enterprise, Christ Church, Barbados, visitors can enjoy a mix of natural beauty and local culture. The stunning Enterprise Beach, known for its golden sands and calm turquoise waters, is a highlight, superb for sunbathing and swimming. Vacation rentals in this area often offer easy access to the beach, making it a popular choice for those looking to relax by the sea.

Just a short distance away, the lively Oistins Fish Fry is a must-visit for a taste of local cuisine and vibrant atmosphere, where visitors can enjoy fresh seafood and live music in the evenings.

For those interested in outdoor activities, the nearby Silver Sands offers excellent conditions for water sports, particularly windsurfing and kite surfing, appealing to adventure seekers.
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 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 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.

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