Enterprise holiday homes

We found 1,432 holiday rentals — enter your dates for availability
Discover a selection of 16 homes, 19 apartments and other holiday rentals in Enterprise that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Enterprise

Showing deals for:6 Nov - 13 Nov

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Enterprise

  • Scenic coastal escape: Enjoy the picturesque Enterprise Coast Road and tranquil bays for a relaxing seaside retreat.
  • Beautiful beaches: Unwind on inviting shores perfect for sunbathing and leisurely strolls.
  • Local cultural immersion: Experience the friendly, family-oriented vibe and vibrant community spirit.
  • Outdoor adventures: Ideal for beach lovers and outdoor enthusiasts looking to explore natural beauty.
  • Romantic allure: Delight in the charming esplanade and serene atmosphere of Christ Church.

Top attractions near Enterprise

Enterprise in Oistins, Christ Church, Barbados offers a delightful seaside escape with beautiful beaches, tranquil bays, and a charming esplanade perfect for outdoor and cultural experiences. Visitors can enjoy the scenic coastal atmosphere and immerse themselves in local culture while exploring the vibrant community and its rich natural beauty.

  • Dover Beach: A serene beach experience with classic beach vibes, situated 5km away from Enterprise, offering a relaxed coastal retreat perfect for a leisurely stroll.
  • Carlisle Bay: A picturesque bay with stunning scenery and outdoor charm, located 10km from Enterprise, ideal for enjoying the natural beauty and beachside ambience.
  • Christ Church Parish Church: A vibrant cultural landmark located 1km from Enterprise, providing a rich, historical insight and a glimpse into local heritage.

Things to do recommended for couples

Explore Enterprise's hidden gems with a romantic stroll past charming cafes and scenic views. Enjoy intimate dinners and cozy local spots ideal for couples seeking a memorable Kiwi holiday in Barbados.

Things to do recommended for families

Families visiting Enterprise, Oistins, Christ Church, Barbados can enjoy interactive local markets and scenic beach walks, providing a relaxed and authentic Caribbean experience perfect for kids and parents alike.

Things to do recommended for groups

Experience the vibrancy of Barbados in Enterprise, Oistins, Christ Church with group tours, local dining, and waterfront activities. Engage in cultural encounters and enjoy the scenic coastlines, perfect for a Kiwi adventure.

*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

If you're travelling with a group, family, pets, or planning for longer stays, it's essential to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Enterprise with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Enterprise with young kids: Traveling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with finding 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 Enterprise: For many families, a holiday wouldn’t be the same without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Enterprise: If you're in search of holiday 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. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Enterprise

Enterprise in Oistins, Christ Church offers a relaxing coastal escape with beautiful Barbados scenery. Enjoy the picturesque Enterprise Coast Road and the inviting Oistins Bay, perfect for beach lovers and outdoor enthusiasts. The area exudes a friendly, family-friendly vibe, with charming amenities and the romantic allure of Christ Church. Ideal for excursions and a tranquil holiday experience, Enterprise is a gem for travellers seeking a laid-back, scenic getaway in Barbados.

  • St. Lawrence Gap: A vibrant city just 3km from Enterprise, St. Lawrence Gap offers an invigorating travel experience with its pristine beaches, expansive outdoor spaces, and breathtaking scenery. This destination is popular for its golf course facilities, allowing enthusiasts to enjoy a round of golf while soaking in the coastal panorama. The area is adorned with family-friendly beaches and a serene bay, making it a perfect spot for both relaxation and adventure.
  • Oistins: As the home base for Enterprise, Oistins is a dynamic city where the charm of coastal living meets bustling local culture. Visitors are drawn to its scenic beaches and outdoor attractions that promise a delightful mix of leisure and exploration. Golf enthusiasts can take advantage of the nearby golf course and country private club, while the inviting family beach and bay offer a picturesque backdrop for unwinding after a day of sightseeing.
  • Maxwell: Nestled 3km from Enterprise, Maxwell is a city that captivates travellers with its enchanting beach views and outdoor recreational opportunities. It provides a pleasant blend of sporting activities, including a well-regarded golf course, alongside the calming presence of family-friendly beaches and a serene bay. Maxwell offers a refreshing retreat where visitors can enjoy both active pursuits and relaxing moments by the sea.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly High
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnySlightly High
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverage
May81.3°F (27.4°C)Light RainMostly CloudySlightly Low
June81.9°F (27.7°C)Light RainMostly CloudySlightly Low
July81.9°F (27.7°C)Light RainMostly CloudyAverage
August82.4°F (28.0°C)Light RainMostly CloudySlightly Low
September83.1°F (28.4°C)Light RainMostly CloudyAverage
October82.8°F (28.2°C)Light RainMostly CloudyAverage
November81.7°F (27.6°C)Light RainMostly CloudyAverage
December80.4°F (26.9°C)Light RainMostly SunnySlightly High

Booking with Vrbo is a breeze

Planning your next adventure and want to save some dollars? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, opting for an extended stay can lead to considerable savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect spot for your getaway.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy space to start planning new trips, pick up where you left off, or review and organise your plans. You can find properties you’ve saved or booked organised into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Enterprise getaway

Learn about the unique charm of Enterprise with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Enterprise

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Enterprise a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Oistin's Friday Night Fish Fry (0.8 mi / 1.3 km)
  • Turtle Beach (2.3 mi / 3.7 km)
  • Rockley Golf Course (3.8 mi / 6.1 km)
  • Sandy Lane Country Club Golf Course (10 mi / 16.1 km)
  • Royal Westmoreland Golf Course (12.3 mi / 19.7 km)
  • Barbados Golf Club (1.2 mi / 2 km)

Exploring the natural features in Enterprise

Whether you're an adventurous traveller or just want to take in the scenery, Enterprise is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Enterprise

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

Frequently asked questions

What is the most popular type of holiday home accommodation in Enterprise?
The most sought-after types of holiday homes in Enterprise are houses. Ready for more choices? Bookabach offers a variety of options to match our guests' unique requirements, so you'll see holiday properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Enterprise?
A number of things determine what you'll pay for a holiday home in Enterprise, such as the type of property, season and length of stay. Still, all our holiday homes have one thing in common — incredible value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Enterprise?
The average price for a holiday home by the beach in Enterprise depends on when you're going and the type and size of property you're looking for. Find prices easily on Bookabach by entering your destination and travel dates. Then use the handy filters to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Enterprise?
Pack a tug toy and treats for your pup because Enterprise has 37 stays that welcome pets with open arms. Let your furriest pal get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Enterprise?
Add a new level of fun to your getaway by booking your group into one of the 13 houses with a private pool in Enterprise. Use our handy search filter to find the kind of property you want on Bookabach, and then spend leisurely days splashing around in a swimming pool that's for your use only.
What are popular home amenities in Enterprise?
Some of the most popular home amenities guests are looking for in Enterprise include a chef, a firepit and a beach view. Whether you're on a trip with pals, family or even pets, Bookabach holiday homes have the best amenities for making new memories with the people who matter most.
Are there large group holiday homes in Enterprise?
Enterprise has two holiday homes that can fit 10 or more people. These properties come with the space you need to share good times with friends and family.
Are there holiday homes in Enterprise that welcome kids?
With 37 family-friendly holiday homes to choose from in Enterprise, now is a great time to introduce your kids to the pleasures of travel. Just click on our "Properties good for families" filter to locate stays loaded with amenities ideal for travelling families, such as multiple bedrooms, pools, entertainment areas and hot tubs.
What are the top attractions for families in Enterprise?
There are tons of awesome things to see and do with the family in Enterprise, including:

  • Miami Beach
  • Ride The Tide Surf School Barbados
  • South Point Lighthouse

Are there one-bedroom holiday homes in Enterprise?
Yes, you can pick from four one-bedroom homes in Enterprise. Whether you'd like a townhouse or a cabin, Bookabach's one-bedroom homes are just right if you don't need lots of room. One of the main perks of having your own place? You won't have to share your trip with strangers.
Can I find two-bedroom holiday homes in Enterprise?
Take off with your besties and experience complete comfort and privacy in one of the 18 two-bedroom holiday homes Enterprise has to offer.
Are there holiday homes with WiFi in Enterprise?
Choose from 15 holiday homes with WiFi in Enterprise. If you want to disconnect from the world while on holiday, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Enterprise?
Pick your travel dates and then make use of our filters to see holiday homes with ac in Enterprise on Bookabach. With 36 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday home in Enterprise?
It's advisable to check with the Enterprise holiday home you want on Bookabach as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Enterprise for?
The amount of time you can stay in an Enterprise holiday home for is down to each property. Just enter your dates of travel to find options offering extended stays. They feature all you require to make your extended holiday more convenient and comfortable, such as kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.