Enterprise vacation rentals

We found 1,398 vacation rentals — enter your dates for availability

Discover a selection of 16 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.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

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.

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)
  • 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)
  • Barbados Golf Club (1.2 mi / 2 km)
  • Barry's Surf Barbados Surf School (2.3 mi / 3.7 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 most popular type of vacation rental accommodation in Enterprise?
The most sought-after types of vacation rentals in Enterprise are houses. Ready for more choices? Vrbo offers a variety of options to match our guests’ unique requirements, so you’ll see vacation 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 vacation rental in Enterprise?
A number of things determine what you’ll pay for a vacation rental in Enterprise, such as the type of property, season and length of stay. Still, all our vacation 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 vacation 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 Vrbo 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 vacation rentals 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 vacation rentals on Vrbo. 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 Vrbo, and then spend leisurely days splashing around in a swimming pool that’s for your use only.
What are popular rental amenities in Enterprise?
Some of the most popular rental 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, Vrbo vacation rentals have the best amenities for making new memories with the people who matter most.
Are there large group vacation rentals in Enterprise?
Enterprise has two vacation 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 vacation rentals in Enterprise that welcome kids?
With 37 family-friendly vacation 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 traveling 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 vacation rentals in Enterprise?
Yes, you can pick from four one-bedroom rentals in Enterprise. Whether you’d like a townhouse or a cabin, Vrbo’s one-bedroom rentals 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 vacation rentals in Enterprise?
Take off with your besties and experience complete comfort and privacy in one of the 18 two-bedroom vacation homes Enterprise has to offer.
Are there vacation rentals with WiFi in Enterprise?
Choose from 15 vacation rentals with WiFi in Enterprise. If you want to disconnect from the world while on vacation, 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 Vrbo.
How can I find vacation rentals with air conditioning in Enterprise?
Pick your travel dates and then make use of our filters to see vacation rentals with ac in Enterprise on Vrbo. With 36 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a vacation rental in Enterprise?
It’s advisable to check with the Enterprise vacation home you want on Vrbo as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Enterprise for?
The amount of time you can stay in an Enterprise vacation rental 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 vacation 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.

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